While using OpenSSL on Windows:
openssl genrsa -out privatekey.pem 1024 -->
Created successfully
openssl req -new -x509 -key
In windows , [Similar scenario]
I was facing the same problem But It was during requesting for Certificate Signing Request.
I did the below , It Worked for me.
Once OpenSSL installed, Ran command prompt as administrator after the system reboot.[for the best I did both.. run as admin and system reboot]
did, 1.[Error Case]
C:\OpenSSL-Win64\bin>openssl req -new -key server.key -out server.csr
WARNING: can't open config file: C:\OpenSSL-Win64\bin\openssl.cnf AND Unable to load config info from C:\OpenSSL-Win64\bin\openssl.cnf
2.[Worked with Warning]
C:\OpenSSL-Win64\bin> openssl req -new -key server.key -out server.csr -config C:\OpenSSL-Win64\bin\openssl.cfg
[Warning message]: WARNING: can't open config file: C:\OpenSSL-Win64\bin\openssl.cnf
But prompted me for the Pass Phrase for server.key It worked for me.
I referred,This link for my assistance.
Thank you.