Reaction #62044

Reaction equation

HCl

4-Isothiocyanato-benzoic acid t-butyl ester

4-isothiocyanato-benzoic acid t-butyl ester

KOH

cyanoacetamide

→

4-(2-Carbamoyl-2-cyano-thioacetylamino)-benzoic acid t-butyl ester

Yield 83.5%

4-(2-carbamoyl-2-cyano-thioacetylamino)-benzoic acid t-butyl ester

Yield 83.5%

Solvents

DMF

Conditions

Workup

1. 1
   Otherthe precipitate obtained
2. 2
   Filtrationwas filtered
3. 3
   Washwashed with water
4. 4
   Otherdried under vacuum

Procedure

4-Isothiocyanato-benzoic acid t-butyl ester 2 (28.3 gm, 120.4 mmol) was taken into DMF (200 ml). To this KOH (6.74 gm, 120.4 mmol) and cyanoacetamide (10.21 gm, 120.4 mmol) were added. The reaction mixture was stirred at room temperature for 16 h. The reaction mixture was acidified with 1N HCl, the precipitate obtained was filtered, washed with water, and dried under vacuum, to provide 32.10 gm of 4-(2-Carbamoyl-2-cyano-thioacetylamino)-benzoic acid t-butyl ester 3.

Source