Реакция #155397

ord-c8af9790b4d94610883b5f1185ffa93e

Уравнение реакции

Cl
HCl
CS(=O)(=O)c1ccc(C(=O)Cl)c(Cl)c1
2-chloro-4-(methylsulfonyl)benzoyl chloride
COCCn1nnnc1N
5-amino-1-(2-methoxyethyl)tetrazole
O
water
COCCn1nnnc1NC(=O)c1ccc(S(C)(=O)=O)cc1Cl
2-chloro-4-(methylsulfonyl)-N-(1-(2-methoxyethyl)tetrazol-5-yl)-benzamide

Растворители

Условия реакции

Температура
60°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеThe organic phase is separated off
  2. 2
    Промывкаwashed with 2N HCl and brine
  3. 3
    Сушкаdried over Na2SO4
  4. 4
    Концентрированиеconcentrated
  5. 5
    Другоеpurified by RP—HPLC (acetonitrile/water)

Методика

176 mg (0.75 mmol) of 2-chloro-4-(methylsulfonyl)benzoyl chloride, 145 mg (1.0 mmol) of 5-amino-1-(2-methoxyethyl)tetrazole in 2 ml of pyridine are stirred at 60° C. for 12 h. 0.1 ml of water is then added, the mixture is stirred at 60° C. for 30 min and EA and 2N HCl are added. The organic phase is separated off and washed with 2N HCl and brine, dried over Na2SO4, concentrated and purified by RP—HPLC (acetonitrile/water). Yield 66 mg (23%).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08822378B2uspto-grants-2014_09