Net::OpenTimeout (execution expired) exception with Rails mailer - ruby-on-rails

I have problem with delivering emails on production server.
When mailer processed new message, calls exception Net::OpenTimeout (execution expired)
My smtp settings:
#settings.yml
production:
smtp:
address: smtp.gmail.com
port: 587
domain: mydomain.net
user_name: username#gmail.com
password: password
authentication: plain
enable_starttls_auto: true
My environment settings:
#production.rb
config.action_mailer.delivery_method = :smtp
config.action_mailer.smtp_settings = Settings.smtp.symbolize_keys
From logs:
Sent mail to username#gmail.com (30010.1ms)
I, [2014-10-15T12:59:22.371563 #19779] INFO -- : Completed 500 Internal Server Error in 30051ms
F, [2014-10-15T12:59:22.373984 #19779] FATAL -- :.
Net::OpenTimeout (execution expired):
app/controllers/subscribers_controller.rb:9:in `create'

My VPS provider (DigitalOcean) blocked SMTP on IPv6 by default :(
I had to disable IPv6 on server with next config:
# /etc/sysctl.conf
net.ipv6.conf.all.disable_ipv6 = 1
net.ipv6.conf.default.disable_ipv6 = 1
net.ipv6.conf.lo.disable_ipv6 = 1
Apply settings:
$ sysctl -p
Uncomment the next line in /etc/gai.conf to prefer IPv4:
precedence ::ffff:0:0/96 100
And remove IPv6 DNS from /etc/resolv.conf:
nameserver 2001:4860:4860::8844 # remove lines like this
nameserver 8.8.8.8 #don't remove
Then restart application and Nginx (optional)

I had the same issue, in my case it was because Google Cloud Compute platform blocks outgoing connections to SMTP servers outside of Google's domain on ports 25, 465, and 587.
To fix this problem we had to connect to a non-standard SMTP port (most API-based mailer platforms support 2525 as well for this reason).

Related

OpenSSL::SSL::SSLError (hostname "smtp.mandrillapp.com" does not match the server certificate)

Since migrating a production Rails app to a new machine, the follow error is always recieved when trying to send mail via Mandrill:
OpenSSL::SSL::SSLError (hostname "smtp.mandrillapp.com" does not match the server certificate)
Here is the
config.action_mailer.smtp_settings = {
address: 'smtp.mandrillapp.com',
port: '587',
enable_starttls_auto: true,
user_name: 'XXXXXXXX',
password: 'XXXXXXXX',
authentication: 'login', # Mandrill supports 'plain' or 'login'
domain: 'mydomain.com' }
Mandrill down not allow for openssl_verify_mode: 'none' as suggested here: Rails 3: OpenSSL::SSL::SSLError: hostname was not match with the server certificate
When openssl_verify_mode: 'none' is set the error becomes:
Net::SMTPAuthenticationError (535 Incorrect authentication data)
Any ideas on how to correct this?
I encountered and solved this issue (my Rails app is hosted on a WHM/cPanel account).
The trick was tweaking the SMTP Restrictions in the WHM settings, specifically turning off the following setting:
"Restrict outgoing SMTP to root, exim, and mailman (FKA SMTP Tweak)"

AactionMailer configuration without authentication

I have to send e-mails from a Rails application, and am trying to do so with ActionMailer. The mail administrator created a new account for the purpose that requires no authentication; I am able to send messages with this new account with msmtp using a configuration like (in ~/.msmtprc)
account myapp
auth off
host mailserver.domain
port 25
from myapp#domain
user myapp#domain
password
In the development.rb file I introduced a similar configuration:
config.action_mailer.raise_delivery_errors = false
config.action_mailer.delivery_method = :smtp
config.action_mailer.smtp_settings = {
address: 'mailserver.domain',
from: 'myapp#domain',
port: 25,
domain: 'domain',
authentication: 'off',
user_name: 'myapp#domain',
password: '',
enable_starttls_auto: false }
config.action_mailer.perform_deliveries = true
But whenever a mailing method is invoked I get the following exception:
(0.7ms) ROLLBACK
Completed 500 Internal Server Error in 387ms
Errno::ECONNREFUSED (Connection refused - connect(2)):
app/models/user.rb:28:in `send_admin_mail'
app/controllers/registrations_controller.rb:15:in `create'
I imagine something is wrong or missing in the development.rb file, but I have no idea what it may be. Any help is appreciated.
Update: Following eugen's suggestion below I found that at execution time ActionMailer::Base.smtp_settings does not contain the correct settings; in particular, address is pointing to localhost instead of pointing to the mail server:
=> "{:address=>\"localhost\",
:port=>25,
:domain=>\"localhost.localdomain\",
:user_name=>nil,
:password=>nil,
:authentication=>nil,
:enable_starttls_auto=>true}"
How can I correct this?
Actually, your configuration has some problems. Just like the the 'from:' key, it should not be placed in smtp_settings. As for other possible problems, please refer RubyonRails.guides
Hope to do some help.

Rails mailer smtp configuration with gmail

So I am having trouble setting up this rails application(OpenProject, if it makes a difference).
When I try the send a test mail in the openproject settings it displays a message in that the e-mail was sent but I don’t ever receive it at the address.
config/configuration.yml
production:
delivery_method: :smtp
smtp_settings:
tls: true
address: "smtp.gmail.com"
port: '587'
domain: "smtp.gmail.com"
authentication: :plain
user_name: "your_email#gmail.com"
password: "your_password"
development:
delivery_method: :smtp
smtp_settings:
tls: true
address: "smtp.gmail.com"
port: '587'
domain: "smtp.gmail.com"
authentication: :plain
user_name: "your_email#gmail.com"
password: "your_password"
test:
delivery_method: :test
If I use:
telnet smtp.gmail.com 587
Trying 64.233.171.108...
Connected to gmail-smtp-msa.l.google.com.
Escape character is '^]'.
220 mx.google.com ESMTP r1sm2094806qam.42 – gsmtp
This leads me to think I can send to gmail but I cant receive from gmail. I have also tried all of the configurations such as port 25 and 456 as well as with SSL vs TLS and none. so I don't think it is just my ISP blocking the mail.
In my google settings → accounts and Import → add another email address you own
Send mail through your SMTP server.
SMTP server: smtp.my_domain_name.com
Port: 587
Username: my_username_on_my_domain
Password: passwd
TLS (recommended) ← (I have this selected)
SSL
I get the message
Couldn't reach server. Please double-check the server and port number.
I did run
netstat -a
If the results of that would be helpful let me know.
Any help would be greatly appreciated. Thanks.
Unfortunately there is no any logs in your question. Please note:
Gmail Api Do not support sent email from different adress(protect from spam/spoof)
Rails can send email from self application and this options tell him what host use.
Consider config.action_mailer.raise_delivery_errors = true to debug your code and settins.

Sending mail using Mandrill smtp on rails app

I'm hosting a rails app on my own server using Unicorn and Nginx. I have an issue when i try to send mails using mandrill, i get the following error :
Net::SMTPServerBusy: 401 Syntax: HELO hostname
And this is my configuration on production.rb:
config.action_mailer.delivery_method = :smtp
config.action_mailer.perform_deliveries = true
config.action_mailer.raise_delivery_errors = true
config.action_mailer.default charset: 'utf-8'
config.action_mailer.smtp_settings = {
address: 'smtp.mandrillapp.com',
port: 587,
authentication: "plain",
domain: localhost,
enable_starttls_auto: true,
user_name: ENV['MANDRILL_USERNAME'],
password: ENV['MANDRILL_API_KEY']
}
what i get from the error is that maybe mandrill reject the domain because is not "safe/registered"??
I already tried changing the domain to 'timewarp.us' (yet not registered), and i'm having the same problem.
If i change madrill and use the gmail smtp it works as expected.
This is the first time i'm doing a deploy to a server and i'm kinda lost.
Any help would be great. Thanks!
Try adding your actual domain instead of localhost. My guess is that Mandrill won't accept localhost as a hostname.

ActionMailer Timing out

I'm using Rails 3.2.17 and ActionMailer to send out emails. In the development environment I used my google account to send email and it worked fine. On production, with the production email settings it's timing out. To verify I copied over the production settings to dev.
Currently it's failing with very little info:
Rendered notifications_mailer/access_granted.html.haml (2.8ms)
Rendered notifications_mailer/access_granted.text.haml (1.5ms)
E, [2014-03-27T12:15:16.066641 #36665] ERROR -- : worker=1 PID:36673 timeout (16s > 15s), killing
E, [2014-03-27T12:15:16.079432 #36665] ERROR -- : reaped #<Process::Status: pid 36673 SIGKILL (signal 9)> worker=1
I, [2014-03-27T12:15:16.096443 #36684] INFO -- : worker=1 ready
SMTP Settings
config.action_mailer.raise_delivery_errors = true
config.action_mailer.delivery_method = :smtp
config.action_mailer.smtp_settings = {
address: "secure.emailsrvr.com",
port: 465,
domain: "MYDOMAIN.net",
authentication: :plain,
enable_starttls_auto: true,
user_name: "no-reply#MYDOMAIN.net",
password: "MYPASSWORD"
I've used telnet to confirm the host and port, however when I try to send mail according to this tutorial it disconnects me.
Telnet Console
$ telnet secure.emailsrvr.com 465
Trying 166.78.79.129...
Connected to secure.emailsrvr.com.
Escape character is '^]'.
hello me
Mail from: no-reply#MYDOMAIN.net
Connection closed by foreign host.
Additionally, I've setup my email app (Mac Mail) with this information and AM able to send email with these settings.
Any advice on how to approach troubleshooting this would be greatly appreciated.
you should increase pool time in your database yml file.
It will eliminate time out problem.

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