Acetic Anhydride → N-(5-methyl-7-oxo-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)acetamide

HRID 595086Notes

Reaction equation

HRID 595086 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[C:10](=[O:11])[CH2:9][CH:8]([CH3:12])[CH2:7][C:5]=2[N:6]=1.[CH3:13][C:14](OC(C)=O)=[O:15]>>[CH3:12][CH:8]1[CH2:7][C:5]2[N:6]=[C:2]([NH:1][C:14](=[O:15])[CH3:13])[S:3][C:4]=2[C:10](=[O:11])[CH2:9]1

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 27565102-Amino-5-methyl-4,5,6-trihydrobenzothiazol-7-one

Product 1

HCID 4644134N-(5-methyl-7-oxo-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)acetamide

Procedure

A solution of 2-amino-5-methyl-5,6-dihydro-4H-benzothiazol-7-one (25.0 g, 0.137 mol) in Ac2O (300 mL) is heated at reflux temperature for 3 h. The reaction mixture is then cooled to RT and the precipitate is filtered off to afford N-(5-methyl-7-oxo-4,5,6,7-tetrahydro-benzothiazol-2-yl)-acetamide. Yield: 26 g.

Workup

  1. temperatureat reflux temperature for 3 h
  2. filtrationthe precipitate is filtered off

Sources & evidence

ORD record
ord-485fbe84d46b4a4aa9db90c4418367ca
Source dataset
uspto-grants-2016_01
Patent number
US09243000B2

Reaction notes

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