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Windows Server 2012 or IIS Legacy Apps to Containers or Azure App Services

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  • Reduce Operating Costs
    Without VMs and extended licenses, autoscale containers to decrease your total cost of ownership, paying only for what you use

  • Get Out of the Legacy Loop
    Migrate once, modernize continuously without the need to manually patch your IIS or .NET apps

  • Future-Proof Your Stack
    Move old .NET and IIS apps to new architectures that work with .NET 8, containers, and microservices to leverage advanced performance, scalability, and flexibility

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Why It Matters

Despite Windows Server 2012 R2 end of support, some businesses are still running production workloads on it.

It’s not usually about awareness. Complicated migrations, critical business operations, and risks become potential hurdles.

Nevertheless, even Windows Server 2012 end of extended support (R2 included) has come to an end. Hence, enterprises are eager to gain access to new functionality and business opportunities. Here’s why you should initiate modernizing legacy ASP.NET apps and more right away:

  • Save Maintenance Expenses: An on-premise version of Windows Server usually requires expensive security tools. Moreover, Azure has built-in security, so you don’t need to acquire extra software, which lowers the total cost of ownership.
  • Flexibility: One of the best things about moving WS 2012/2012 R2 to Azure because of Microsoft Windows Server 2012 R2 end of support is that the computing power is never just lying around on an on-premises server or data center.
  • Security: Microsoft takes care of vulnerability monitoring and security patching. This way, public cloud systems like Azure include thorough event recording and are straightforward to connect to SOC and SIEM platforms.

Migrating now safeguards your organization, keeps your systems safe, and sets up your software for ongoing improvement with contemporary DevOps, AI monitoring, and automated scaling.

Modernizing unstable systems? Launching new products?

We build development environments that deliver enterprise-grade scalability, compliance-driven security, and control baked in from day one.

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What We Offer

All-in-One Services You Get

  • IIS Legacy App to Containers/Azure App Services Migration

    Run your old IIS apps on Azure App Service for Containers or Azure Kubernetes Service (AKS) by containerizing or rehosting them. This will improve performance, portability, and stability without having to rewrite key functionality. Here’s how it goes.

    Devox Software’s dedicated team reviews IIS settings, dependencies, and environment variables. Then we use Windows or Linux base images to put your software in a container. We test it locally first; we then send it to the Azure cloud with load balancing, SSL, and CI/CD pipelines for automatic distribution.

    Azure App Service vs containers is best for businesses that need to:

    • Move IIS apps linked to legacy infrastructure,
    • Put several web apps into containerized environments,
    • Remain legacy code with modern deployment and scaling,
    • Make it more portable and resilient across the cloud and on-prem.

    You receive a production-ready containerized configuration on Azure, safe, monitored, and managed.

  • Windows Server 2012/R2 to Containers/Azure App Services

    Move from Windows Server 2012 end-of-life support environments to newer, supported ones. Through a rigorous workload audit, Devox Software’s team spots dependencies and moves them to managed Azure environments. Choose this service to:

    • Take down Windows Server 2012/R2 systems that are no longer in use,
    • Keep your applications running as you update them,
    • Make your security stronger and meet all compliance needs,
    • Save more with the cloud.

    We turn old infrastructure into cloud-native systems to stimulate your business development.

  • Re-engineering and Refactoring Apps

    Find latent performance issues and get rid of technical debt with the end of support Windows Server 2012 R2. We turn legacy systems into modular, easy-to-maintain structures. The service includes:

    1. Decomposition. We restructure monolithic codebases into modular components, eliminating dependencies and deployment bottlenecks.
    2. Performance Improvement. Algorithms, queries, caching methods, and memory management are re-engineered to satisfy latency, throughput, and cost/performance.
    3. Embedding Resilience. Interrupters, retries, and fallback mechanisms readily handle outages without affecting customers.
    4. Testing. To facilitate iterations, we incorporate test coverage, automation hooks, and release orchestration into both traditional and AI-powered pipelines.

    As an important part of modernizing cloud-native applications, refactoring builds a base for faster deployment cycles, cheaper scalability, and tech robustness in real-world situations.

  • Containerization and Kubernetes Orchestration

    Containerization changes applications into portable, uniform units of execution. Devox Software’s experts construct container ecosystems after the end of Docker support for Windows Server 2012 apps with the same level of accuracy as production:

    • Microservice Containerization. Containers with a small footprint, stringent resource limitations, and independent runtime environments realize services, boosting scalability, maintainability, and security.
    • Dynamic Scaling. Kubernetes manages service replicas based on current demand and automatically spreads out workloads to keep latency and availability within SLA limits.
    • Automatic Recuperation. Systems rearrange pods, check their health, disconnect, and roll back automatically to shorten the average recovery time.
    • Enhanced Compliance. Features like RBAC, network rules, security checks during operation, and logs add compliance under ISO 27001 and SOC 2 norms.
    • GitOps Integration. Infrastructure as code, clear instructions, and automated deployment processes ensure that systems are checked, repeated, and updated.

    Containerization and orchestration are key strategies for keeping cloud environments flexible, resilient, and fast under production pressure.

  • Legacy Database Modernization

    Change the way data is stored so that it can grow, work better and more stably. With the end of support for Windows Server 2012 R2, legacy databases slow down systems, making them less scalable, available, and operationally sound. Modernization brings back data architectures:

    • Scaling Strategy. Data models are changed to allow for horizontal division, replication, and distribution across several areas for elastic growth.
    • Availability Consistency. Storage tiers are tuned to meet business-specific NFR requirements between robust consistency, low-latency access, and fault-tolerant availability.
    • Cloud-Native Migration. Older RDBMS and monolithic storage will be moved to current, highly available cloud systems to scale operations and accelerate recovery.
    • Data Governance. To meet legal norms, database architectures include encryption at rest, secure access patterns, data retention regulations, audit systems, and more.
    • Enhanced Visibility. We build in advanced telemetry, query monitoring, indexing optimization, and anomaly detection to maintain system health and availability.

    Modernizing your data infrastructure is a smart way to accelerate and reinforce your business.

Our Process

How We Work

01.

01. Assessment

We study the current app to learn how it works, what it needs, and what it can do. We search for migration blockers, locations for change, and how external dependencies operate with the target framework. As a result, Devox Software’s team prepares a solid background for easy Windows Server 2012 end-of-support migration.

02.

02. Planning

When the app is reviewed in detail, we select the best ISS or Windows Server 2012 modernization. After that, you get a clear Azure migration path for on-prem apps, assessed and explained, pointing out milestones, timelines, and priorities on business-critical modules.

03.

03. Configuration

To migrate on-prem IIS to Azure, we set up the development environment and database, configure networking, and establish CI/CD pipelines. Dependencies are containerized or integrated into cloud-native services. In this manner, we ensure that the new app will function as planned.

04.

04. Migration

To migrate Windows Server 2012 to Azure App Service, safe and automated workflows move the app and configuration files to the target Azure Web App. Hybrid Connection Manager transfers data through links directly to either Azure SQL Database or SQL Managed Instance. Plus, Bicep and Terraform enable multiple deployments. CI/CD pipelines, like GitHub Actions or Azure DevOps, handle image builds, environment promotion, and rollbacks, ensuring safe scaling.

05.

05. Post-Migration Support

After deployment, we finish the DNS cutover, set up SSL certificates, and connect Azure Front Door and the Web Application Firewall. As a result, you rehost IIS app on Azure: old IIS or .NET app runs natively on Azure App Service, completely updated, able to grow automatically, and managed without having to do any server maintenance.

  • 01. Assessment

  • 02. Planning

  • 03. Configuration

  • 04. Migration

  • 05. Post-Migration Support

Benefits

Value We Provide

01

Excellent Quality

The Project Management Office, Business Analysis Office, and Quality Management Office all work together to observe the costs and the process of implementation. So, no matter how hard it is, migrating NET application to Azure goes as planned.

02

Less Time to Market

The one-of-a-kind AI Solution AcceleratorTM, CI/CD pipelines, automated QA, static code analysis, and Infrastructure as Code (IaC) make it easier to migrate IIS website to Azure web app. As a result, we accelerate the delivery by an average of 30%.

03

Industry Hands-on Experience

We have successfully dealt with IIS on Azure and other projects for industries with strict compliance standards, such as FinTech, logistics, and manufacturing. We know the norms for each industry and ensure smooth migrations, with no downtime and no data loss.

04

Full Lifecycle Support

We care more about outcomes than processes. We strive to be more than just a one-time vendor, becoming a long-term partner that supports your business from a technical perspective. That’s why when you migrate IIS to Azure web app, we’re always here to solve all the technicalities.

Case Studies

Our Latest Works

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Enterprise-Grade Time Series Forecasting with Extended Neural Models Enterprise-Grade Time Series Forecasting with Extended Neural Models

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An AI-powered forecasting platform that helps retail teams plan sales across thousands of SKUs using neural ensembles, external signals, and explainable outputs.

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Testimonials

Testimonials

Sweden

The solutions they’re providing is helping our business run more smoothly. We’ve been able to make quick developments with them, meeting our product vision within the timeline we set up. Listen to them because they can give strong advice about how to build good products.

Carl-Fredrik Linné
Tech Lead at CURE Media
Darrin Lipscomb
United States

We are a software startup and using Devox allowed us to get an MVP to market faster and less cost than trying to build and fund an R&D team initially. Communication was excellent with Devox. This is a top notch firm.

Darrin Lipscomb
CEO, Founder at Ferretly
Daniel Bertuccio
Australia

Their level of understanding, detail, and work ethic was great. We had 2 designers, 2 developers, PM and QA specialist. I am extremely satisfied with the end deliverables. Devox Software was always on time during the process.

Daniel Bertuccio
Marketing Manager at Eurolinx
Australia

We get great satisfaction working with them. They help us produce a product we’re happy with as co-founders. The feedback we got from customers was really great, too. Customers get what we do and we feel like we’re really reaching our target market.

Trent Allan
CTO, Co-founder at Active Place
United Kingdom

I’m blown up with the level of professionalism that’s been shown, as well as the welcoming nature and the social aspects. Devox Software is really on the ball technically.

Andy Morrey
Managing Director at Magma Trading
Vadim Ivanenko
Switzerland

Great job! We met the deadlines and brought happiness to our customers. Communication was perfect. Quick response. No problems with anything during the project. Their experienced team and perfect communication offer the best mix of quality and rates.

Vadim Ivanenko
United States

The project continues to be a success. As an early-stage company, we're continuously iterating to find product success. Devox has been quick and effective at iterating alongside us. I'm happy with the team, their responsiveness, and their output.

Jason Leffakis
Founder, CEO at Function4
Sweden

We hired the Devox team for a complicated (unusual interaction) UX/UI assignment. The team managed the project well both for initial time estimates and also weekly follow-ups throughout delivery. Overall, efficient work with a nice professional team.

John Boman
Product Manager at Lexplore
Tomas Pataky
Canada

Their intuition about the product and their willingness to try new approaches and show them to our team as alternatives to our set course were impressive. The Devox team makes it incredibly easy to work with, and their ability to manage our team and set expectations was outstanding.

Tamas Pataky
Head of Product at Stromcore
Stan Sadokov
Estonia

Devox is a team of exepctional talent and responsible executives. All of the talent we outstaffed from the company were experts in their fields and delivered quality work. They also take full ownership to what they deliver to you. If you work with Devox you will get actual results and you can rest assured that the result will procude value.

Stan Sadokov
Product Lead at Multilogin
United Kingdom

The work that the team has done on our project has been nothing short of incredible – it has surpassed all expectations I had and really is something I could only have dreamt of finding. Team is hard working, dedicated, personable and passionate. I have worked with people literally all over the world both in business and as freelancer, and people from Devox Software are 1 in a million.

Mark Lamb
Technical Director at M3 Network Limited
FAQ

Also Asked

  • How can I containerize legacy IIS applications running on Windows Server 2012 when migrate IIS legacy apps to Azure?

    For Windows Containers, use base images like mcr.microsoft.com/windows/servercore:ltsc2019. Export the IIS settings and make a Dockerfile that copies the environment. However, for confidence, test it on your computer first, then push it to Azure Container Registry.

  • What’s the best way to use Azure App Service for old .NET Framework apps?

    To go to .NET 6/8, use the .NET Upgrade Assistant. Change old configurations and rewrite old APIs. With the Azure App Service for Windows, you can deploy apps with little to no change.

  • Can I run Windows containers in Azure App Service or only Linux containers?

    Azure App Service vs containers is compatible with both, although to run legacy ASP.NET app in container for Windows, you need Premium or Isolated tiers. If you need to orchestrate, consider Azure Kubernetes Service (AKS).

  • How do I handle old .NET Framework dependencies when moving to containers?

    Use base images that work together or rewrite outdated libraries. As a long-term aim, move to .NET 6+ to simplify the transition between platforms and improve performance.

  • What are the main compatibility issues when lift-and-shift IIS apps to cloud (Azure App Service)?

    Common problems include hardcoded routes, COM components, Windows authentication, and APIs that are no longer supported. To address them, use Microsoft’s App Service Migration Assistant for evaluation and identify bottlenecks early.

  • How to containerize legacy IIS app?

    You’ll need a Windows-based container. First, place your program in a folder, and then create a Docker file using a Windows base image like mcr.microsoft.com/dotnet/framework/aspnet. Place your app files in the IIS web root (/inetpub/wwwroot), use Docker to generate the image, and then test it on your computer.

    After you’ve checked it, send the image to a container registry (like Azure Container Registry) and install it on a platform that works with it, such as Azure App Service (Premium or Isolated tier) or AKS with Windows nodes.

  • How do I migrate on-premise SQL Server databases along with the IIS app?

    Because of the end of support for Windows Server 2012, you can either use Azure Database Migration Service or set up Azure SQL Managed Instance. After migrating, check the schema, improve the indexes, and update the connection strings.

  • What’s the difference between using Azure App Service and Azure Kubernetes Service (AKS) for hosting legacy apps?

    App Service is easy to use (PaaS), which makes it great for rehosting. AKS lets you orchestrate and scale microservices or hybrid environments.

  • How do I deal with licensing and Windows Server when containerizing old workloads?

    If you have an Azure membership or Software Assurance, you can use Windows containers. However, in the process of the Azure upgrade Windows Server 2012 to 2019, you might need fresh licenses for third-party DLLs or components.

  • Is it possible to automate legacy app deployment from IIS to containers using CI/CD pipelines (GitHub Actions / Azure DevOps)?

    Yes, to containerize IIS application, you can use GitHub Actions or Azure DevOps to connect Docker builds and push workflows. Use IaC templates to deploy the image to App Service or AKS.

  • What’s the most cost-effective modernization path: rehost, refactor, or rebuild?

    The choice of target strategy greatly depends on project specifics. Best practices for Windows Server 2012 migration include rehosting (lift-and-shift), refactoring, and rebuilding.

    Rehosting offers speed and cost-effectiveness, refactoring reduces technical debt and enhances code quality, and rebuilding completely revamps the system. In most cases, we suggest first rehosting, then slow refactoring using AI-powered dependency mapping. It will bring enough quality at reasonable costs.

  • How to migrate legacy applications into Docker containers?

    The first step is to check the app’s dependencies, OS version, IIS settings, and data storage.

    Then, make a Dockerfile that copies the environment, like using a Windows Server Core or Nano Server base image for .NET Framework programs. Update connection strings, environment variables, and configurations outside of the program. Put package dependencies into the image and utilize multi-stage builds to make it small.

    Run the container locally with “docker run,” then send the image to Azure Container Registry or another registry.

    How to deploy legacy app to Azure App Service? Finally, use Azure App Service for Containers, AKS, or Docker Compose to manage deployments for setups with more than one layer.

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