Generation of private key using des3 gets stuck - ssl

I'm following Heroku's documentation to generate a private key for an SSL certificate.
When I execute the command openssl genrsa -des3 -out server.pass.key 2048, I get the following result:
$ openssl genrsa -des3 -out server.pass.key 2048
Loading 'screen' into random state - done
Generating RSA private key, 2048 bit long modulus
..........................+++
..................................................+++
I can't get to the prompt where I'm supposed to enter the passphrase for the keys.
I don't understand why OpenSSL fails to complete. I've generated keys without triple DES, so I guess the error is in the encryption. How can I get this solved?

I saw this exact symptom in a Git for Windows shell.
It might be that it gets stuck trying to ask for a password but can't.
So as suggested here I added -passout pass:MyPassword and it worked.

Related

Encrypt the password in Openssl Command

Currently, I am supplying the password in plaintext format as below:
openssl genrsa -aes128 -passout pass:foobar 3072
Where foobar is the password supplied in plaintext format .
I want to supply the password using some encrypted format or any other way such that its not easily readable .
If you indeed did supply the password in an encrypted format as you are requesting, how will provide the encryption key which was used to encrypt the said password to OpenSSL so that OpenSSL can decrypt it and use the correct password?
The password which you are providing to OpenSSL, I assume, is used by OpenSSL to encrypt the RSA Private Key which will be generated. If this is indeed the password which you want OpenSSL to use, then it has to be given in plaintext.
If you are worried that it might be seen by someone, you need to ensure that it is entered in a secure way. But, "encrypted password" is not the solution, as you might end up with a complication of protecting the encryption key for the password itself.
Usually, the password should be passed via openssl prompt (i.e.: removing the -passout pass:foobar argument).
If you're passing the password via command line because you have to use it in another part of the script, you can use the example below:
echo -n Password:
read -s PASS
openssl genrsa -out keypair.pem -aes128 -passout pass:${PASS}
opnessl req -new -key keypair.pem -passin pass:${PASS}
However, if you really need to generate keys without user interaction, you can use the example bellow, but I wouldn't recommend it for any production environment.
Create a script (e.g.: auto_key_gen.sh) containing the code bellow:
PASS=`openssl rand -hex 16`
openssl genrsa -out auto_keypair.pem -aes128 -passout pass:${PASS}
echo -n ${PASS} | openssl rsautl -encrypt -pubin -inkey $1 -out encrypted_pass.bin
Generate a personal keypair and extract the public key:
openssl genrsa -out mykeypair.pem -aes128
openssl rsa -in mykeypair.pem -out mypubkey.pem -pubout
Keep the personal keypair somewhere safe. The personal public key, you use to run the script:
chmod +x auto_key_gen.sh
./auto_key_gen.sh mypubkey.pem
The script generates a random password and uses it to encrypt the generated key pair (auto_keypair.pem). The password is encrypted with your personal public key and saved in a file (encrypted_pass.bin).
The script can keep the password in "memory" to use with other openssl commands.
You can retrieve the encrypted password using your personal keypair:
openssl rsautl -decrypt -inkey mykeypair.pem -in encrypted_pass.bin -out decrypted_pass.hex
Both the script and the public key must be protected against unauthorized modification.

Golang HTTPS with ECDSA certificate from OpenSSL

I don't know if this is the correct place to ask it, but I will try.
I am trying to run http.ListenAndServeTLS with ECDSA certificate generated from OpenSSL.
It fail with this error message: tls: failed to parse private key
Go understand elliptic.P256(), in the code it has this comment See FIPS 186-3, section D.2.3.
In this link: http://www.ietf.org/rfc/rfc5480.txt, it says it is also called secp256r1.
As you can see below, OpenSSL undestand this as prime256v1.
$ openssl ecparam -name secp256r1 -text -noout
using curve name prime256v1 instead of secp256r1
ASN1 OID: prime256v1
NIST CURVE: P-256
So what is wrong?
How can I generate ECDSA certificate from OpenSSL and use it on my Go code?
Using generate_cert.go to generate a P256 ECDSA certificate, my code works, but if I try to read the key file with OpenSSL it fail also.
$ openssl ecparam -text -noout -in key.pem
unable to load elliptic curve parameters
140377431725720:error:0906D06C:PEM routines:PEM_read_bio:no start line:pem_lib.c:701:Expecting: EC PARAMETERS
I couldn't figured out what is the problem between OpenSSL and Go.
But my main problem is, how to generate ECDSA certificate to use with Go code!
Using CFSSL (https://cfssl.org/) I can generate ECDSA certificate and sign it with my internal CA certificate generated from OpenSSL. The certificate generated from CFSSL works fine with my Go code, so for me it solves my main problem!
I don't know if there is a format problem between OpenSSL and Go, but as CFSSL is written in Go, the certificate generated on it works fine in my code and in browser.
Here is an example of OpenSSL generated ECDSA keys working with Go.
https://play.golang.org/p/MS_FQ8cqqA8.
As clarified in this issue - https://github.com/golang/go/issues/23591, go does not recognize EC keys that are generated with the -param_enc explicit flag in Openssl.
# openssl ecparam -name prime256v1 -genkey -noout -out priv2.pem
# openssl req -new -x509 -key priv2.pem -out EC_server2.pem -days 365
Hope this solves your problem.
Run:
go run `go env GOROOT`/src/crypto/tls/generate_cert.go --host=localhost --ecdsa-curve=P256
This will generate cert.pem and key.pem in the current directory.

Problems verifying SSL certificate

For school we are currently studying SSL certificates.
For this week's assignment we had to install Fedora Workstation on VirtualBox and do some SSL-stuff.
One of the assignments was the following:
generate a public/private keypair and a CSR with the openssl command.
I generated a public/private keypair using the following command:
openssl genrsa -out Desktop/mykey.key 2048
After I generated the keypair I had to verify it. But how do you verify a key? What is really meant by that? Just get out the public key and check if it matches the private key? This is the first question.
I generated the CSR using the following command:
openssl req -new -key Desktop/mykey.key -out Desktop/myCSR.csr
This is the right way, right?
Checking/verifying the CSR file was done using this command:
openssl req -text -noout -verify -in Desktop/myCSR.csr
I think that's the right way too.
This was the "easy" part, now comes the harder part:
We had to use xca to create a database and a CA Root Certificate. Then we had to import the csr from above question and sign it. I signed it by right clicking on it and choosing sign. Then we had to export both the CA and the signed key and verify it. But what do they mean exactly? My guess is to verify that the certificate is signed by the CA, but I'm having problems with that.
We have to use openssl x509 for that, but it just isn't working.
When I right click the signed key and export it as a PEM file, in that file is the following:
----- BEGIN CERTIFICATE REQUEST -----
MIIC6......
----- BEGIN CERTIFICATE REQUEST -----
while the assigment says: export the signed certificate. But is this even a certificate?
And how do I verify it?
I used many commands, like
openssl x509 -in Desktop/exported.pem -text -noout
But the output I get is always something like this:
I have tried all sorts of commands and read all google pages, but nothing helps.
this is the second question
Hope you all can help, Thanks!
When you verify a certificate, you are checking whether it's CA is recognised, and it matches the CA's fingerprint. It doesn't look like you are providing the CA cert to the openssl command. Try specifying -CA <your CA cert file:
$ openssl x509 --help
...
-CA arg - set the CA certificate, must be PEM format.

How to create P12 file using openssl

I am having some serious problems with regards to being able to create a p12 file to place on my windows server.
I have used two different websites to be able to help me work out what i need to do:
http://www.raywenderlich.com/32960/apple-push-notification-services-in-ios-6-tutorial-part-1
The second website i used was a comment from within the website was the following:
http://arashnorouzi.wordpress.com/2011/06/19/sending-apple-push-notifications-in-asp-net-and-c-–-part-4-apns-sharp-c-wrapper-class/
First of all i create a Certificate signing request.
I then upload this to my app ID which alows me to generate a ape_dev certificate.
I then go to my key chain and navigate to the "keys" i export the .p12 certificate that i just created.
I now have three different files
My p12 file, my development certificate and my certificate signing request.
I then open terminal and i type the following:
$ openssl x509 -in aps_development.cer -inform der -out PushChatCert.pem
This then creates a new pem certificate.
The thing i type is the following
$ openssl pkcs12 -nocerts -out PushChatKey.pem -in PushChatKey.p12
It prompts for the password which i enter, i use the same password as the one when i created the certificates.
After i have done this I'm left with 2 new files both of which are PEM files.
I need to combine both of these PEM files into one p12 file for it to be able to work on my windows server.
I have tried combining it using the following line
openssl pkcs12 -export \
-in aps_developer_identity.pem \
-out aps_developer_identity.p12 \
-inkey APSCertificates.pem
This in fact works and gives me a p12 file.
I then switched back to he raywenderlich website and i typed the following:
$ openssl s_client -connect gateway.sandbox.push.apple.com:2195
-cert PushChatCert.pem -key PushChatKey.pem
It loads but i recieve the following error:
error:num=20:unable to get local issuer certificate
Please does any one know what im doing wrong im so fed up of going round in circles.
When i upload the certificate to the server and put the ad-hoc version off the application on the device im still not receiving any notifications that i am sending
Thanks in advance.
See if this answer helps Creating .pem file for APNS?
In short: openssl pkcs12 -in apns-dev-cert.p12 -out apns-dev-cert.pem -nodes -clcerts
When you first generated your CSR, you did it with a private key. This can be opaque depending on how you did it. What I do is generate the key with openssl and then make the CSR using that key. That key is then the 'in key' when you make the p12.
Here are my steps
The first step is to generate a Certificate Signing Request. This is the same as it would be for any SSL cert. You will need a private key for this.
openssl genrsa -out aps_development.key -passout pass:foobar 2048
Then you can make the CSR using that key you just created
openssl req -new -key aps_development.key -out CertificateSigningRequest.certSigningRequest -subj "/emailAddress=yourAddress#example.com, CN=John Doe, C=US"
From here you will go to developer.apple.com and revoke the current APN cert and make a new one. It will ask for your CSR and when its done it will give you a .cer file.
Convert the .cer file into a DER formatted .pem file (assuming aps_development.cer is the file you got in the download from the Apple developer site).
openssl x509 -in aps_development.cer -inform DER -outform PEM -out aps_development.pem
Convert the .pem to a .p12. You'll note that you are supplying the key file you made at the beginning of step 1. You will need the password you supplied there.
openssl pkcs12 -export -in aps_development.pem -inkey aps_development.key -out aps_development.p12

Generate Private Key with password from File

I have this command:
openssl genrsa -des3 -out host.key 1024
It asks me for a password, and I want to automate it! How I can make it read the password from a text file (host.pass) so it will not ask me, or have it ignore the password? Which approach is better?
Have a look at the manpage of openssl and genrsa. According to these you can use the option -passout file:host.pass.
By omimtting -des3 you won't be prompted for a passphrase (i.e. the key will not be encrypted).