Reaction #155397

Reaction equation

HCl

2-chloro-4-(methylsulfonyl)benzoyl chloride

5-amino-1-(2-methoxyethyl)tetrazole

water

→

2-chloro-4-(methylsulfonyl)-N-(1-(2-methoxyethyl)tetrazol-5-yl)-benzamide

Solvents

EA

pyridine

Conditions

Workup

1. 1
   OtherThe organic phase is separated off
2. 2
   Washwashed with 2N HCl and brine
3. 3
   Dryingdried over Na2SO4
4. 4
   Concentrationconcentrated
5. 5
   Otherpurified by RP—HPLC (acetonitrile/water)

Procedure

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%).

Source