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How to pass through a Nginx reverse proxy to IIS and Apache

gg flag

Ive been dealing with this scenario for a while and a can not find the error or the config that gets me to this: I have one domain example.com and several subdomains (app.example.com, test.example.com etc.) The port 80 and 443 are pointing to the Nginx serve by a VM (IP 10.10.10.10) I also have a VM with Windows Server serving IIS port 80 and 443 (This web server example.com/_/login?returnurl= works fine if a route the port in the router to this VM (All of this vm are on a Cloud infrastructure) so the IIS is working just fine.

On the other hand, i have an web app, working in a Apache Web server on a different VM (IP 10.10.10.11) with SSL (installed with certbot) on a subdomain app.example.com.

Also works fine passing through the Nginx reverse proxy. This is the config file for that server:

server {
    server_name app.example.com.ar www.app.example.com.ar;
    location / {
            proxy_pass http://10.10.10.2/;
    }

    listen 443 ssl; # managed by Certbot
    ssl_certificate /etc/letsencrypt/live/app.example.com.ar/fullchain.pem; # managed by Certbot
    ssl_certificate_key /etc/letsencrypt/live/app.example.com.ar/privkey.pem; # managed by Certbot
    include /etc/letsencrypt/options-ssl-nginx.conf; # managed by Certbot
    ssl_dhparam /etc/letsencrypt/ssl-dhparams.pem; # managed by Certbot

}

server {
    if ($host = app.example.com.ar) {
        return 301 https://$host$request_uri;
    } # managed by Certbot

    listen 80;
    server_name app.example.com.ar www.app.example.com.ar;
    return 404; # managed by Certbot

}

Here is when the things gets messy:

if a try to get http example.com (serving the iis) pass through the nginx, get an apache web server with the app.example.com if a try to get the full url of the site example.com/_/login?returnurl=, get an apache error 404

Why is this happening?

TLDR: Having multiples VM with web server (IIS and Apache) trying to redirect via nginx reverse proxy and all the http request get the apache web server.

# configuration file /etc/nginx/nginx.conf:
user www-data;
worker_processes auto;
pid /run/nginx.pid;
include /etc/nginx/modules-enabled/*.conf;

events {
    worker_connections 768;
    # multi_accept on;
}

http {

    ##
    # Basic Settings
    ##

    sendfile on;
    tcp_nopush on;
    types_hash_max_size 2048;
    # server_tokens off;

    # server_names_hash_bucket_size 64;
    # server_name_in_redirect off;

    include /etc/nginx/mime.types;
    default_type application/octet-stream;

    ##
    # SSL Settings
    ##

    ssl_protocols TLSv1 TLSv1.1 TLSv1.2 TLSv1.3; # Dropping SSLv3, ref: POODLE
    ssl_prefer_server_ciphers on;

    ##
    # Logging Settings
    ##

    access_log /var/log/nginx/access.log;
    error_log /var/log/nginx/error.log;

    ##
    # Gzip Settings
    ##

    gzip on;

    # gzip_vary on;
    # gzip_proxied any;
    # gzip_comp_level 6;
    # gzip_buffers 16 8k;
    # gzip_http_version 1.1;
    # gzip_types text/plain text/css application/json application/javascript text/xml application/xml application/xml+rss text/javascript;

    ##
    # Virtual Host Configs
    ##

    include /etc/nginx/conf.d/*.conf;
    include /etc/nginx/sites-enabled/*;
}


#mail {
#   # See sample authentication script at:
#   # http://wiki.nginx.org/ImapAuthenticateWithApachePhpScript
#
#   # auth_http localhost/auth.php;
#   # pop3_capabilities "TOP" "USER";
#   # imap_capabilities "IMAP4rev1" "UIDPLUS";
#
#   server {
#       listen     localhost:110;
#       protocol   pop3;
#       proxy      on;
#   }
#
#   server {
#       listen     localhost:143;
#       protocol   imap;
#       proxy      on;
#   }
#}

# configuration file /etc/nginx/mime.types:

types {
    text/html                             html htm shtml;
    text/css                              css;
    text/xml                              xml;
    image/gif                             gif;
    image/jpeg                            jpeg jpg;
    application/javascript                js;
    application/atom+xml                  atom;
    application/rss+xml                   rss;

    text/mathml                           mml;
    text/plain                            txt;
    text/vnd.sun.j2me.app-descriptor      jad;
    text/vnd.wap.wml                      wml;
    text/x-component                      htc;

    image/png                             png;
    image/tiff                            tif tiff;
    image/vnd.wap.wbmp                    wbmp;
    image/x-icon                          ico;
    image/x-jng                           jng;
    image/x-ms-bmp                        bmp;
    image/svg+xml                         svg svgz;
    image/webp                            webp;

    application/font-woff                 woff;
    application/java-archive              jar war ear;
    application/json                      json;
    application/mac-binhex40              hqx;
    application/msword                    doc;
    application/pdf                       pdf;
    application/postscript                ps eps ai;
    application/rtf                       rtf;
    application/vnd.apple.mpegurl         m3u8;
    application/vnd.ms-excel              xls;
    application/vnd.ms-fontobject         eot;
    application/vnd.ms-powerpoint         ppt;
    application/vnd.wap.wmlc              wmlc;
    application/vnd.google-earth.kml+xml  kml;
    application/vnd.google-earth.kmz      kmz;
    application/x-7z-compressed           7z;
    application/x-cocoa                   cco;
    application/x-java-archive-diff       jardiff;
    application/x-java-jnlp-file          jnlp;
    application/x-makeself                run;
    application/x-perl                    pl pm;
    application/x-pilot                   prc pdb;
    application/x-rar-compressed          rar;
    application/x-redhat-package-manager  rpm;
    application/x-sea                     sea;
    application/x-shockwave-flash         swf;
    application/x-stuffit                 sit;
    application/x-tcl                     tcl tk;
    application/x-x509-ca-cert            der pem crt;
    application/x-xpinstall               xpi;
    application/xhtml+xml                 xhtml;
    application/xspf+xml                  xspf;
    application/zip                       zip;

    application/octet-stream              bin exe dll;
    application/octet-stream              deb;
    application/octet-stream              dmg;
    application/octet-stream              iso img;
    application/octet-stream              msi msp msm;

    application/vnd.openxmlformats-officedocument.wordprocessingml.document    docx;
    application/vnd.openxmlformats-officedocument.spreadsheetml.sheet          xlsx;
    application/vnd.openxmlformats-officedocument.presentationml.presentation  pptx;

    audio/midi                            mid midi kar;
    audio/mpeg                            mp3;
    audio/ogg                             ogg;
    audio/x-m4a                           m4a;
    audio/x-realaudio                     ra;

    video/3gpp                            3gpp 3gp;
    video/mp2t                            ts;
    video/mp4                             mp4;
    video/mpeg                            mpeg mpg;
    video/quicktime                       mov;
    video/webm                            webm;
    video/x-flv                           flv;
    video/x-m4v                           m4v;
    video/x-mng                           mng;
    video/x-ms-asf                        asx asf;
    video/x-ms-wmv                        wmv;
    video/x-msvideo                       avi;
}

# configuration file /etc/nginx/sites-enabled/app.example.com.ar:
server {
    server_name app.example.com.ar www.app.example.com.ar;
    location / {
            proxy_pass http://10.10.10.2/;
    }

    listen 443 ssl; # managed by Certbot
    ssl_certificate /etc/letsencrypt/live/app.example.com.ar/fullchain.pem; # managed by Certbot
    ssl_certificate_key /etc/letsencrypt/live/app.example.com.ar/privkey.pem; # managed by Certbot
    include /etc/letsencrypt/options-ssl-nginx.conf; # managed by Certbot
    ssl_dhparam /etc/letsencrypt/ssl-dhparams.pem; # managed by Certbot

}

server {
    if ($host = app.example.com.ar) {
        return 301 https://$host$request_uri;
    } # managed by Certbot


    listen 80;
    server_name app.example.com.ar www.app.example.com.ar;
    return 404; # managed by Certbot


}

# configuration file /etc/letsencrypt/options-ssl-nginx.conf:
# This file contains important security parameters. If you modify this file
# manually, Certbot will be unable to automatically provide future security
# updates. Instead, Certbot will print and log an error message with a path to
# the up-to-date file that you will need to refer to when manually updating
# this file. Contents are based on https://ssl-config.mozilla.org

ssl_session_cache shared:le_nginx_SSL:10m;
ssl_session_timeout 1440m;
ssl_session_tickets off;

ssl_protocols TLSv1.2 TLSv1.3;
ssl_prefer_server_ciphers off;

ssl_ciphers "ECDHE-ECDSA-AES128-GCM-SHA256:ECDHE-RSA-AES128-GCM-SHA256:ECDHE-ECDSA-AES256-GCM-SHA384:ECDHE-RSA-AES256-GCM-SHA384:ECDHE-ECDSA-CHACHA20-POLY1305:ECDHE-RSA-CHACHA20-POLY1305:DHE-RSA-AES128-GCM-SHA256:DHE-RSA-AES256-GCM-SHA384";

# configuration file /etc/nginx/sites-enabled/reverseproxy.conf:
server {
    listen        80;
    server_name _;
    location / {
        proxy_pass         http://10.10.10.196:80;
        proxy_http_version 1.1;
        proxy_set_header   Upgrade $http_upgrade;
        proxy_set_header   Connection keep-alive;
        proxy_set_header   Host $host;
        proxy_cache_bypass $http_upgrade;
        proxy_set_header   X-Forwarded-For $proxy_add_x_forwarded_for;
        proxy_set_header   X-Forwarded-Proto $scheme;
    }
}

Please, let me know if need more info or other

i would be so glad for the help!

us flag
Please add the full nginx configuration as shown by `nginx -T` command to the question.
Un tipo Random avatar
gg flag
Done! i think i broked the format of the question. Sorry, first time in Stackexchange. Thank you
Score:1
us flag

I am assuming that DNS entry for example.com is pointing to the server whose configuration is shown in the question.

This configuration has three virtual hosts defined:

server {
    server_name app.example.com.ar www.app.example.com.ar;
    listen 443 ssl; # managed by Certbot
    location / {
        proxy_pass http://10.10.10.2/;
    }
}

server {
    listen 80;
    server_name app.example.com.ar www.app.example.com.ar;
}

server {
    listen        80;
    server_name _;
    location / {
        proxy_pass         http://10.10.10.196:80;
    }
}

First host is for app.example.com.ar at port 443 (TLS), which reverse proxies to 10.10.10.2.

Second host is for app.example.com.ar at port 80 (HTTP), which returns 404 not found.

Third one has no defined server_name.

nginx selects the virtual host to use by checking the Host header in HTTP request, or SNI field in TLS ClientHello packet.

It picks up the name from the request, and tries to look a matching server block for the port.

In your case, a request to http://example.com.ar means nginx tries to search for a block with server_name example.com.ar where listen is set to 80. There is no such block, so nginx uses the default block.

Since there is no server entry with default_server specified, nginx will use the first matching server block as the default to handle the request. In this case it is the second block. In that server block, the action is return 404;, which you can see in your browser.

To fix the issue, you should configure the proper server_name in the third block.

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