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Having issue in production server with 2008 R2 OS where IIS service is getting 500 status code

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Having issue in production server with 2008 R2 OS where IIS service is getting 500 status code with below errors in event viewer:

2018-08-30 00:35:52 172.xx.xx.xxx GET /r2som.asp pass=0601036E603D322C623D232A62275F303B10232E2E0C203D37627F2F7C53202370233D22341024366E3A20315A0C232E301022232A7C623169013D553C3D1C272E39263C702B363C6B074136210617727C60777A60751A3E3740103E3F2A7205191B0E741A1F7063027D607F7D7E757D7E7B62751B243F576E617F62777D6B7C7D626B7C796706|-|ASP_0147|500_Server_Error 80 - 10.30.18.160 Mozilla/4.0+(compatible;+MSIE+7.0;+Windows+NT+6.1;+Trident/7.0;+SLCC2;+.NET+CLR+2.0.50727;+.NET+CLR+3.5.30729;+.NET+CLR+3.0.30729;+Media+Center+PC+6.0;+.NET+CLR+1.1.4322;+.NET4.0C;+.NET4.0E;+Tablet+PC+2.0) 500 0 64 49592
2018-08-30 00:35:52 172.xx.xx.xxx GET /r2som.asp pass=0601036E603D322C623D232A62275F303B10232E2E0C203D37627F2F7C53202370233D22341024366E3A20315A0C232E301022232A7C623169013D553C3D1C272E39263C702B363C6B074136210617727C60777A60751A3E3740103E3F2A7205191B0E741A1F7063027D607F7D7E757D7E7B62751B243F576E617F62777D6B7C7D626B7C796706|-|ASP_0147|500_Server_Error 80 - 10.30.18.160 Mozilla/4.0+(compatible;+MSIE+7.0;+Windows+NT+6.1;+Trident/7.0;+SLCC2;+.NET+CLR+2.0.50727;+.NET+CLR+3.5.30729;+.NET+CLR+3.0.30729;+Media+Center+PC+6.0;+.NET+CLR+1.1.4322;+.NET4.0C;+.NET4.0E;+Tablet+PC+2.0) 500 0 64 49405
2018-08-30 00:35:52 172.xx.xx.xxx GET /r2som.asp pass=0601036E603D322C623D232A62275F303B10232E2E0C203D37627F2F7C53202370233D22341024366E3A20315A0C232E301022232A7C623169013D553C3D1C272E39263C702B363C6B074136210617727C60777A60751A3E3740103E3F2A7205191B0E741A1F7063027D607F7D7E757D7E7B62751B243F576E617F62777D6B7C7D626B7C796706|-|ASP_0147|500_Server_Error 80 - 10.30.18.160 Mozilla/4.0+(compatible;+MSIE+7.0;+Windows+NT+6.1;+Trident/7.0;+SLCC2;+.NET+CLR+2.0.50727;+.NET+CLR+3.5.30729;+.NET+CLR+3.0.30729;+Media+Center+PC+6.0;+.NET+CLR+1.1.4322;+.NET4.0C;+.NET4.0E;+Tablet+PC+2.0) 500 0 64 48875
2018-08-30 00:35:52 172.xx.xx.xxx GET /r2som.asp pass=0601036E603D322C623D232A62275F303B10232E2E0C203D37627F2F7C53202370233D22341024366E3A20315A0C232E301022232A7C623169013D553C3D1C272E39263C702B363C6B074136210617727C60777A60751A3E3740103E3F2A7205191B0E741A1F7063027D607F7D7E757D7E7B62751B243F576E617F62777D6B7C7D626B7C796706|-|ASP_0147|500_Server_Error 80 - 10.30.18.160 Mozilla/4.0+(compatible;+MSIE+7.0;+Windows+NT+6.1;+Trident/7.0;+SLCC2;+.NET+CLR+2.0.50727;+.NET+CLR+3.5.30729;+.NET+CLR+3.0.30729;+Media+Center+PC+6.0;+.NET+CLR+1.1.4322;+.NET4.0C;+.NET4.0E;+Tablet+PC+2.0) 500 0 64 48703
2018-08-30 00:35:52 172.xx.xx.xxx GET /r2som.asp pass=0601036E603D322C623D232A62275F303B10232E2E0C203D37627F2F7C53202370233D22341024366E3A20315A0C232E301022232A7C623169013D553C3D1C272E39263C702B363C6B074136210617727C60777A60751A3E3740103E3F2A7205191B0E741A1F7063027D607F7D7E757D7E7B62751B243F576E617F62777D6B7C7D626B7C796706|-|ASP_0147|500_Server_Error 80 - 10.30.18.160 Mozilla/4.0+(compatible;+MSIE+7.0;+Windows+NT+6.1;+Trident/7.0;+SLCC2;+.NET+CLR+2.0.50727;+.NET+CLR+3.5.30729;+.NET+CLR+3.0.30729;+Media+Center+PC+6.0;+.NET+CLR+1.1.4322;+.NET4.0C;+.NET4.0E;+Tablet+PC+2.0) 500 0 64 39889
2018-08-30 00:35:52 172.xx.xx.xxx GET /r2som.asp pass=0601036E603D322C623D232A62275F303B10232E2E0C203D37627F2F7C53202370233D22341024366E3A20315A0C232E301022232A7C623169013D553C3D1C272E39263C702B363C6B074136210617727C60777A60751A3E3740103E3F2A7205191B0E741A1F7063027D607F7D7E757D7E7B62751B243F576E617F62777D6B7C7D626B7C796706|-|ASP_0147|500_Server_Error 80 - 10.30.18.160 Mozilla/4.0+(compatible;+MSIE+7.0;+Windows+NT+6.1;+Trident/7.0;+SLCC2;+.NET+CLR+2.0.50727;+.NET+CLR+3.5.30729;+.NET+CLR+3.0.30729;+Media+Center+PC+6.0;+.NET+CLR+1.1.4322;+.NET4.0C;+.NET4.0E;+Tablet+PC+2.0) 500 0 64 39671
2018-08-30 00:35:52 172.xx.xx.xxx GET /r2som.asp pass=0601036E603D322C623D232A62275F303B10232E2E0C203D37627F2F7C53202370233D22341024366E3A20315A0C232E301022232A7C623169013D553C3D1C272E39263C702B363C6B074136210617727C60777A60751A3E3740103E3F2A7205191B0E741A1F7063027D607F7D7E757D7E7B62751B243F576E617F62777D6B7C7D626B7C796706|-|ASP_0147|500_Server_Error 80 - 10.30.18.160 Mozilla/4.0+(compatible;+MSIE+7.0;+Windows+NT+6.1;+Trident/7.0;+SLCC2;+.NET+CLR+2.0.50727;+.NET+CLR+3.5.30729;+.NET+CLR+3.0.30729;+Media+Center+PC+6.0;+.NET+CLR+1.1.4322;+.NET4.0C;+.NET4.0E;+Tablet+PC+2.0) 500 0 64 8938
2018-08-30 00:35:52 172.xx.xx.xxx GET /r2som.asp pass=0601036E603D322C623D232A62275F303B10232E2E0C203D37627F2F7C53202370233D22341024366E3A20315A0C232E301022232A7C623169013D553C3D1C272E39263C702B363C6B074136210617727C60777A60751A3E3740103E3F2A7205191B0E741A1F7063027D607F7D7E757D7E7B62751B243F576E617F62777D6B7C7D626B7C796706|-|ASP_0147|500_Server_Error 80 - 10.30.18.160 Mozilla/4.0+(compatible;+MSIE+7.0;+Windows+NT+6.1;+Trident/7.0;+SLCC2;+.NET+CLR+2.0.50727;+.NET+CLR+3.5.30729;+.NET+CLR+3.0.30729;+Media+Center+PC+6.0;+.NET+CLR+1.1.4322;+.NET4.0C;+.NET4.0E;+Tablet+PC+2.0) 500 0 64 8720
2018-08-30 00:35:52 172.xx.xx.xxx GET /r2som.asp pass=0601036E603D322C623D232A62275F303B10232E2E0C203D37627F2F7C53202370233D22341024366E3A20315A0C232E301022232A7C623169013D553C3D1C272E39263C702B363C6B074136210617727C60777A60751A3E3740103E3F2A7205191B0E741A1F7063027D607F7D7E757D7E7B62751B243F576E617F62777D6B7C7D626B7C796706|-|ASP_0147|500_Server_Error 80 - 10.30.18.160 Mozilla/4.0+(compatible;+MSIE+7.0;+Windows+NT+6.1;+Trident/7.0;+SLCC2;+.NET+CLR+2.0.50727;+.NET+CLR+3.5.30729;+.NET+CLR+3.0.30729;+Media+Center+PC+6.0;+.NET+CLR+1.1.4322;+.NET4.0C;+.NET4.0E;+Tablet+PC+2.0) 500 0 64 7550
2018-08-30 00:35:52 172.xx.xx.xxx GET /r2som.asp pass=0601036E603D322C623D232A62275F303B10232E2E0C203D37627F2F7C53202370233D22341024366E3A20315A0C232E301022232A7C623169013D553C3D1C272E39263C702B363C6B074136210617727C60777A60751A3E3740103E3F2A7205191B0E741A1F7063027D607F7D7E757D7E7B62751B243F576E617F62777D6B7C7D626B7C796706|-|ASP_0147|500_Server_Error 80 - 10.30.18.160 Mozilla/4.0+(compatible;+MSIE+7.0;+Windows+NT+6.1;+Trident/7.0;+SLCC2;+.NET+CLR+2.0.50727;+.NET+CLR+3.5.30729;+.NET+CLR+3.0.30729;+Media+Center+PC+6.0;+.NET+CLR+1.1.4322;+.NET4.0C;+.NET4.0E;+Tablet+PC+2.0) 500 0 64 7410

Web infrastructure:
Windows server 2012 (Run MVC)-> Windows Server 2008 R2 (Run ASP)
ps. we have some UI function on 2012(.NET), also have some UI Function on 2008(ASP)

a) User Run Portal to login first on 2012
b) login success, IF select Old function on web, that will direct to ASP UI(on 2008 R2)
If login success and Run .NET UI Function(on Same Server), There was no problem.

While new infrastructure online, It occurred problems frequently.

Please suggest how to troubleshoot this?

Thx.


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