April 16, 2024, 12:09:41 PM
Forum Rules: Read This Before Posting


« previous next »
Pages: [1]   Go Down

Topic: 2-amino pyrimidine + phenyl chloroformate  (Read 6900 times)

0 Members and 1 Guest are viewing this topic.

Offline karl26

  • Regular Member
  • ***
  • Posts: 10
  • Mole Snacks: +0/-1
2-amino pyrimidine + phenyl chloroformate
« on: September 13, 2007, 06:12:45 AM »
HI ,


Does anyone know if a 2-amino pyrimidine will react with a chloroformate ( methy, phenyl...) under Schoten-Baumann conditions (DCM/NaOH aq, RT, strong stirring)


many thanks for your help  ;)


Logged

Offline lavoisier

  • Chemist
  • Full Member
  • *
  • Posts: 155
  • Mole Snacks: +17/-3
  • Gender: Male
  • El sueño de la razón produce monstruos
Re: 2-amino pyrimidine + phenyl chloroformate
« Reply #1 on: September 13, 2007, 01:12:51 PM »
I guess it will react.
However, I'm not sure how stable the carbamate that you form will be.
Methyl and partly phenyl carbamates are a bit sensitive to basic hydrolysis, and your amine is not a 'standard' one.
But if you work at low temperature and quickly, you might get away with it.
Logged

Offline AWK

  • Retired Staff
  • Sr. Member
  • *
  • Posts: 7979
  • Mole Snacks: +555/-93
  • Gender: Male
Re: 2-amino pyrimidine + phenyl chloroformate
« Reply #2 on: September 14, 2007, 07:42:34 AM »
Chloroformates are very reactive reagents. At Schotten-Baumann conditions they probably decompose in some extent. At least 5-fold excess will be needed.
Logged
AWK

Offline karl26

  • Regular Member
  • ***
  • Posts: 10
  • Mole Snacks: +0/-1
Re: 2-amino pyrimidine + phenyl chloroformate
« Reply #3 on: September 14, 2007, 08:35:18 AM »
thanks for your answer. do you expect chloroformate to be more reactive than acyl chloride (RCOCl)  ? because Schoten-Baumann reaction using acid chloride are done with 1.5 eq. of acyl chloride.


thanks  ;)
Logged
Pages: [1]   Go Up
« previous next »
Sponsored Links