Acetic Anhydride → N-[4-(4-nitrophenyl)-1,3-thiazol-2-yl]acetamide

HRID 543063Notes

Reaction equation

HRID 543063 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][CH:8]=2)[N:6]=1.[C:16](OC(=O)C)(=[O:18])[CH3:17]>>[C:16]([NH:1][C:2]1[S:3][CH:4]=[C:5]([C:7]2[CH:8]=[CH:9][C:10]([N+:13]([O-:15])=[O:14])=[CH:11][CH:12]=2)[N:6]=1)(=[O:18])[CH3:17]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 164202-Amino-4-(p-nitrophenyl)thiazole

Product 1

HCID 745427N-[4-(4-nitrophenyl)-1,3-thiazol-2-yl]acetamide

Procedure

30 g of 2-amino-4-(4'-nitrophenyl)-1,3-thiazole (prepared in accordance with J. Chem. Soc. 1959, (2365) and 100 ml of acetic anhydride are heated for 3 hours at 140° C. Excess acetic anhydride is removed by vacuum distillation and the residue is treated with 500 ml of warm water, filtered, washed, and dried to constant weight, affording 34 g of 2-acetamido-4-(4'-nitrophenyl)-1,3-thiazole.

Workup

  1. customExcess acetic anhydride is removed by vacuum distillation
  2. additionthe residue is treated with 500 ml of warm water
  3. filtrationfiltered
  4. washwashed
  5. customdried to constant weight

Sources & evidence

ORD record
ord-59a9df87483c43a7b2d32c0a90ec94a6
Source dataset
uspto-grants-1987_04
Patent number
US04661437

Reaction notes

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