Acetic Anhydride → N-Acetyl-N-(1,2-benzothiazol-3-yl)acetamide

HRID 255582Notes

Reaction equation

HRID 255582 reaction equation
[NH2:1][C:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[S:4][N:3]=1.[CH3:11][C:12](OC(C)=O)=[O:13].[C:18]([O-])(=[O:20])[CH3:19].[Na+]>>[C:12]([N:1]([C:18](=[O:20])[CH3:19])[C:2]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[S:4][N:3]=1)(=[O:13])[CH3:11]

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 899661,2-Benzisothiazol-3-amineHCID 517045Sodium Acetate

Product 1

HCID 20183861N-Acetyl-N-(1,2-benzothiazol-3-yl)acetamide

Procedure

A mixture consisting of 11.7 g of 3-aminobenzisothiazole, 126 ml of acetanhydride and 0.2 g of sodium acetate is stirred for 48 hours at 100°-110? C. After concentration by evaporation and then chromatography (silica gel; eluant: hexane/diethyl ether 2:1), the product is recrystallised from hexane/diethyl ether to thus obtain the compound No. 1 of the formula ##STR10## having a melting point of 65°-67° C.

Workup

  1. concentrationAfter concentration
  2. customby evaporation
  3. customchromatography (silica gel; eluant: hexane/diethyl ether 2:1), the product is recrystallised from hexane/diethyl ether
  4. customto thus obtain the compound No

Sources & evidence

ORD record
ord-4f12d824005b4699839a36eb2fc37f47
Source dataset
uspto-grants-1987_10
Patent number
US04698358

Reaction notes

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