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Issues in setting up passwordless ssh connection from windows to mac

My requirement is to trigger a script on mac machine from my windows machine.

So for that i tried to set up a ssh connection between mac and windows.

II am able to ssh to mac by passing the password for user but when I am trying to set up password less connection so that I can just automate calling the script procedure, it is not working. Below are the step I used :-

1. Enable ssh on mac machine

2. Generated the key on our windows machine

Command : ssh-keygen -b 1024 -t rsa -f id_rsa -P ''

It created a private and a public key

3. We copied the public key to our mac machine .

Commands :- created “.ssh” folder and “authorized_keys” file in it

- mkdir .ssh

- cd .ssh

- Touch authorized_keys

- In “authorized_keys” file copied the public key

4. Now tried to ssh from windows machine to mac. It is always asking for password

Command :- ssh sjain@Hostname


Please guide me how to fix it. Is there any other way than ssh to achieve the requirement easily?

MacBook Pro, OS X Yosemite (10.10.4)

Posted on Aug 12, 2015 9:00 AM

Reply
1 reply

Aug 13, 2015 10:14 AM in response to jainswati02

I tried passing the path for private key and below is the debug logs after that :-

With passing private Key

C:\home\.ssh>ssh -vvv sjain@Hostname

OpenSSH_3.8.1p1, OpenSSL 0.9.7d 17 Mar 2004

debug2: ssh_connect: needpriv 0

debug1: Connecting to Hostname [Hostname] port 22.

debug1: Connection established.

debug1: identity file /home/.ssh/identity type -1

debug1: identity file /home/.ssh/id_rsa type -1

debug1: identity file /home/.ssh/id_dsa type -1

debug1: Remote protocol version 2.0, remote software version OpenSSH_6.2

debug1: match: OpenSSH_6.2 pat OpenSSH*

debug1: Enabling compatibility mode for protocol 2.0

debug1: Local version string SSH-2.0-OpenSSH_3.8.1p1

debug1: SSH2_MSG_KEXINIT sent

debug1: SSH2_MSG_KEXINIT received

debug2: kex_parse_kexinit: diffie-hellman-group-exchange-sha1,diffie-hellman-gr

up1-sha1

debug2: kex_parse_kexinit: ssh-rsa,ssh-dss

debug2: kex_parse_kexinit: aes128-cbc,3des-cbc,blowfish-cbc,cast128-cbc,arcfour

aes192-cbc,aes256-cbc,rijndael-cbc@lysator.liu.se,aes128-ctr,aes192-ctr,aes256-

tr

debug2: kex_parse_kexinit: aes128-cbc,3des-cbc,blowfish-cbc,cast128-cbc,arcfour

aes192-cbc,aes256-cbc,rijndael-cbc@lysator.liu.se,aes128-ctr,aes192-ctr,aes256-

tr

debug2: kex_parse_kexinit: hmac-md5,hmac-sha1,hmac-ripemd160,hmac-ripemd160@ope

ssh.com,hmac-sha1-96,hmac-md5-96

debug2: kex_parse_kexinit: hmac-md5,hmac-sha1,hmac-ripemd160,hmac-ripemd160@ope

ssh.com,hmac-sha1-96,hmac-md5-96

debug2: kex_parse_kexinit: none,zlib

debug2: kex_parse_kexinit: none,zlib

debug2: kex_parse_kexinit:

debug2: kex_parse_kexinit:

debug2: kex_parse_kexinit: first_kex_follows 0

debug2: kex_parse_kexinit: reserved 0

debug2: kex_parse_kexinit: diffie-hellman-group-exchange-sha256,diffie-hellman-

roup-exchange-sha1,diffie-hellman-group14-sha1,diffie-hellman-group1-sha1

debug2: kex_parse_kexinit: ssh-rsa,ssh-dss

debug2: kex_parse_kexinit: aes128-ctr,aes192-ctr,aes256-ctr,arcfour256,arcfour1

8,aes128-gcm@openssh.com,aes256-gcm@openssh.com,aes128-cbc,3des-cbc,blowfish-cb

,cast128-cbc,aes192-cbc,aes256-cbc,arcfour,rijndael-cbc@lysator.liu.se

debug2: kex_parse_kexinit: aes128-ctr,aes192-ctr,aes256-ctr,arcfour256,arcfour1

8,aes128-gcm@openssh.com,aes256-gcm@openssh.com,aes128-cbc,3des-cbc,blowfish-cb

,cast128-cbc,aes192-cbc,aes256-cbc,arcfour,rijndael-cbc@lysator.liu.se

debug2: kex_parse_kexinit: hmac-md5-etm@openssh.com,hmac-sha1-etm@openssh.com,u

ac-64-etm@openssh.com,umac-128-etm@openssh.com,hmac-sha2-256-etm@openssh.com,hm

c-sha2-512-etm@openssh.com,hmac-ripemd160-etm@openssh.com,hmac-sha1-96-etm@open

sh.com,hmac-md5-96-etm@openssh.com,hmac-md5,hmac-sha1,umac-64@openssh.com,umac-

28@openssh.com,hmac-sha2-256,hmac-sha2-512,hmac-ripemd160,hmac-ripemd160@openss

.com,hmac-sha1-96,hmac-md5-96

debug2: kex_parse_kexinit: hmac-md5-etm@openssh.com,hmac-sha1-etm@openssh.com,u

ac-64-etm@openssh.com,umac-128-etm@openssh.com,hmac-sha2-256-etm@openssh.com,hm

c-sha2-512-etm@openssh.com,hmac-ripemd160-etm@openssh.com,hmac-sha1-96-etm@open

sh.com,hmac-md5-96-etm@openssh.com,hmac-md5,hmac-sha1,umac-64@openssh.com,umac-

28@openssh.com,hmac-sha2-256,hmac-sha2-512,hmac-ripemd160,hmac-ripemd160@openss

.com,hmac-sha1-96,hmac-md5-96

debug2: kex_parse_kexinit: none,zlib@openssh.com

debug2: kex_parse_kexinit: none,zlib@openssh.com

debug2: kex_parse_kexinit:

debug2: kex_parse_kexinit:

debug2: kex_parse_kexinit: first_kex_follows 0

debug2: kex_parse_kexinit: reserved 0

debug2: mac_init: found hmac-md5

debug1: kex: server->client aes128-cbc hmac-md5 none

debug2: mac_init: found hmac-md5

debug1: kex: client->server aes128-cbc hmac-md5 none

debug1: SSH2_MSG_KEX_DH_GEX_REQUEST(1024<1024<8192) sent

debug1: expecting SSH2_MSG_KEX_DH_GEX_GROUP

debug2: dh_gen_key: priv key bits set: 123/256

debug2: bits set: 481/1024

debug1: SSH2_MSG_KEX_DH_GEX_INIT sent

debug1: expecting SSH2_MSG_KEX_DH_GEX_REPLY

debug3: check_host_in_hostfile: filename /home/.ssh/known_hosts

debug3: check_host_in_hostfile: match line 2

debug1: Host 'Hostname' is known and matches the RSA host key.

debug1: Found key in /home/.ssh/known_hosts:2

debug2: bits set: 507/1024

debug1: ssh_rsa_verify: signature correct

debug2: kex_derive_keys

debug2: set_newkeys: mode 1

debug1: SSH2_MSG_NEWKEYS sent

debug1: expecting SSH2_MSG_NEWKEYS

debug2: set_newkeys: mode 0

debug1: SSH2_MSG_NEWKEYS received

debug1: SSH2_MSG_SERVICE_REQUEST sent

debug2: service_accept: ssh-userauth

debug1: SSH2_MSG_SERVICE_ACCEPT received

debug2: key: /home/.ssh/identity (0x0)

debug2: key: /home/.ssh/id_rsa (0x0)

debug2: key: /home/.ssh/id_dsa (0x0)

debug1: Authentications that can continue: publickey,keyboard-interactive

debug3: start over, passed a different list publickey,keyboard-interactive

debug3: preferred publickey,keyboard-interactive,password

debug3: authmethod_lookup publickey

debug3: remaining preferred: keyboard-interactive,password

debug3: authmethod_is_enabled publickey

debug1: Next authentication method: publickey

debug1: Trying private key: /home/.ssh/identity

debug3: no such identity: /home/.ssh/identity

debug1: Trying private key: /home/.ssh/id_rsa

debug3: no such identity: /home/.ssh/id_rsa

debug1: Trying private key: /home/.ssh/id_dsa

debug3: no such identity: /home/.ssh/id_dsa

debug2: we did not send a packet, disable method

debug3: authmethod_lookup keyboard-interactive

debug3: remaining preferred: password

debug3: authmethod_is_enabled keyboard-interactive

debug1: Next authentication method: keyboard-interactive

debug2: userauth_kbdint

debug2: we sent a keyboard-interactive packet, wait for reply

debug2: input_userauth_info_req

debug2: input_userauth_info_req: num_prompts 1

Password:


With Private key path

C:\home\.ssh>ssh -vvv -i id_rsa sjain@Hostname

OpenSSH_3.8.1p1, OpenSSL 0.9.7d 17 Mar 2004

debug2: ssh_connect: needpriv 0

debug1: Connecting to Hostname [Hostname] port 22.

debug1: Connection established.

debug3: Not a RSA1 key file id_rsa.

debug2: key_type_from_name: unknown key type '-----BEGIN'

debug3: key_read: missing keytype

debug3: key_read: missing whitespace

debug3: key_read: missing whitespace

debug3: key_read: missing whitespace

debug3: key_read: missing whitespace

debug3: key_read: missing whitespace

debug3: key_read: missing whitespace

debug3: key_read: missing whitespace

debug3: key_read: missing whitespace

debug3: key_read: missing whitespace

debug3: key_read: missing whitespace

debug3: key_read: missing whitespace

debug3: key_read: missing whitespace

debug3: key_read: missing whitespace

debug2: key_type_from_name: unknown key type '-----END'

debug3: key_read: missing keytype

debug1: identity file id_rsa type 1

debug1: Remote protocol version 2.0, remote software version OpenSSH_6.2

debug1: match: OpenSSH_6.2 pat OpenSSH*

debug1: Enabling compatibility mode for protocol 2.0

debug1: Local version string SSH-2.0-OpenSSH_3.8.1p1

debug1: SSH2_MSG_KEXINIT sent

debug1: SSH2_MSG_KEXINIT received

debug2: kex_parse_kexinit: diffie-hellman-group-exchange-sha1,diffie-hellman-gr

up1-sha1

debug2: kex_parse_kexinit: ssh-rsa,ssh-dss

debug2: kex_parse_kexinit: aes128-cbc,3des-cbc,blowfish-cbc,cast128-cbc,arcfour

aes192-cbc,aes256-cbc,rijndael-cbc@lysator.liu.se,aes128-ctr,aes192-ctr,aes256-

tr

debug2: kex_parse_kexinit: aes128-cbc,3des-cbc,blowfish-cbc,cast128-cbc,arcfour

aes192-cbc,aes256-cbc,rijndael-cbc@lysator.liu.se,aes128-ctr,aes192-ctr,aes256-

tr

debug2: kex_parse_kexinit: hmac-md5,hmac-sha1,hmac-ripemd160,hmac-ripemd160@ope

ssh.com,hmac-sha1-96,hmac-md5-96

debug2: kex_parse_kexinit: hmac-md5,hmac-sha1,hmac-ripemd160,hmac-ripemd160@ope

ssh.com,hmac-sha1-96,hmac-md5-96

debug2: kex_parse_kexinit: none,zlib

debug2: kex_parse_kexinit: none,zlib

debug2: kex_parse_kexinit:

debug2: kex_parse_kexinit:

debug2: kex_parse_kexinit: first_kex_follows 0

debug2: kex_parse_kexinit: reserved 0

debug2: kex_parse_kexinit: diffie-hellman-group-exchange-sha256,diffie-hellman-

roup-exchange-sha1,diffie-hellman-group14-sha1,diffie-hellman-group1-sha1

debug2: kex_parse_kexinit: ssh-rsa,ssh-dss

debug2: kex_parse_kexinit: aes128-ctr,aes192-ctr,aes256-ctr,arcfour256,arcfour1

8,aes128-gcm@openssh.com,aes256-gcm@openssh.com,aes128-cbc,3des-cbc,blowfish-cb

,cast128-cbc,aes192-cbc,aes256-cbc,arcfour,rijndael-cbc@lysator.liu.se

debug2: kex_parse_kexinit: aes128-ctr,aes192-ctr,aes256-ctr,arcfour256,arcfour1

8,aes128-gcm@openssh.com,aes256-gcm@openssh.com,aes128-cbc,3des-cbc,blowfish-cb

,cast128-cbc,aes192-cbc,aes256-cbc,arcfour,rijndael-cbc@lysator.liu.se

debug2: kex_parse_kexinit: hmac-md5-etm@openssh.com,hmac-sha1-etm@openssh.com,u

ac-64-etm@openssh.com,umac-128-etm@openssh.com,hmac-sha2-256-etm@openssh.com,hm

c-sha2-512-etm@openssh.com,hmac-ripemd160-etm@openssh.com,hmac-sha1-96-etm@open

sh.com,hmac-md5-96-etm@openssh.com,hmac-md5,hmac-sha1,umac-64@openssh.com,umac-

28@openssh.com,hmac-sha2-256,hmac-sha2-512,hmac-ripemd160,hmac-ripemd160@openss

.com,hmac-sha1-96,hmac-md5-96

debug2: kex_parse_kexinit: hmac-md5-etm@openssh.com,hmac-sha1-etm@openssh.com,u

ac-64-etm@openssh.com,umac-128-etm@openssh.com,hmac-sha2-256-etm@openssh.com,hm

c-sha2-512-etm@openssh.com,hmac-ripemd160-etm@openssh.com,hmac-sha1-96-etm@open

sh.com,hmac-md5-96-etm@openssh.com,hmac-md5,hmac-sha1,umac-64@openssh.com,umac-

28@openssh.com,hmac-sha2-256,hmac-sha2-512,hmac-ripemd160,hmac-ripemd160@openss

.com,hmac-sha1-96,hmac-md5-96

debug2: kex_parse_kexinit: none,zlib@openssh.com

debug2: kex_parse_kexinit: none,zlib@openssh.com

debug2: kex_parse_kexinit:

debug2: kex_parse_kexinit:

debug2: kex_parse_kexinit: first_kex_follows 0

debug2: kex_parse_kexinit: reserved 0

debug2: mac_init: found hmac-md5

debug1: kex: server->client aes128-cbc hmac-md5 none

debug2: mac_init: found hmac-md5

debug1: kex: client->server aes128-cbc hmac-md5 none

debug1: SSH2_MSG_KEX_DH_GEX_REQUEST(1024<1024<8192) sent

debug1: expecting SSH2_MSG_KEX_DH_GEX_GROUP

debug2: dh_gen_key: priv key bits set: 122/256

debug2: bits set: 525/1024

debug1: SSH2_MSG_KEX_DH_GEX_INIT sent

debug1: expecting SSH2_MSG_KEX_DH_GEX_REPLY

debug3: check_host_in_hostfile: filename /home/.ssh/known_hosts

debug3: check_host_in_hostfile: match line 2

debug1: Host 'Hostname' is known and matches the RSA host key.

debug1: Found key in /home/.ssh/known_hosts:2

debug2: bits set: 538/1024

debug1: ssh_rsa_verify: signature correct

debug2: kex_derive_keys

debug2: set_newkeys: mode 1

debug1: SSH2_MSG_NEWKEYS sent

debug1: expecting SSH2_MSG_NEWKEYS

debug2: set_newkeys: mode 0

debug1: SSH2_MSG_NEWKEYS received

debug1: SSH2_MSG_SERVICE_REQUEST sent

debug2: service_accept: ssh-userauth

debug1: SSH2_MSG_SERVICE_ACCEPT received

debug2: key: id_rsa (0x100ef7e8)

debug1: Authentications that can continue: publickey,keyboard-interactive

debug3: start over, passed a different list publickey,keyboard-interactive

debug3: preferred publickey,keyboard-interactive,password

debug3: authmethod_lookup publickey

debug3: remaining preferred: keyboard-interactive,password

debug3: authmethod_is_enabled publickey

debug1: Next authentication method: publickey

debug1: Offering public key: id_rsa

debug3: send_pubkey_test

debug2: we sent a publickey packet, wait for reply

debug1: Authentications that can continue: publickey,keyboard-interactive

debug2: we did not send a packet, disable method

debug3: authmethod_lookup keyboard-interactive

debug3: remaining preferred: password

debug3: authmethod_is_enabled keyboard-interactive

debug1: Next authentication method: keyboard-interactive

debug2: userauth_kbdint

debug2: we sent a keyboard-interactive packet, wait for reply

debug2: input_userauth_info_req

debug2: input_userauth_info_req: num_prompts 1

Issues in setting up passwordless ssh connection from windows to mac

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