Acetic Anhydride → HCID 13961923, compound

HRID 1195490Notes

Reaction equation

HRID 1195490 reaction equation
[C:1](OC(=O)C)(=[O:3])C.[NH2:8][C:9]1[S:10][C:11]([CH2:14][C:15]([OH:17])=[O:16])=[CH:12][N:13]=1>C(O)=O>[CH:1]([NH:8][C:9]1[S:10][C:11]([CH2:14][C:15]([OH:17])=[O:16])=[CH:12][N:13]=1)=[O:3]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 1041972-Aminothiazol-5-acetic acid

Product 1

HCID 13961923HCID 13961923, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

Formic acid (8.4 g) was added to acetic anhydride (18.7 g) under ice-cooling with stirring, and the stirring was continued at 45° to 50° C. for an hour. To the resultant solution was added 2-(2-aminothiazol-5-yl)acetic acid (5.8 g) at ambient temperature, and the mixture was stirred for 35 minutes. After the reaction mixture was evaporated to dryness, the residual product was treated with diisopropyl ether and then collected by filtration to give 2-(2-formamidothiazol-5-yl)acetic acid (5.87 g), mp 229° C. (dec.).

Workup

  1. temperaturecooling
  2. waitthe stirring was continued at 45° to 50° C. for an hour
  3. stirringthe mixture was stirred for 35 minutes
  4. customAfter the reaction mixture was evaporated to dryness
  5. additionthe residual product was treated with diisopropyl ether
  6. filtrationcollected by filtration

Sources & evidence

ORD record
ord-603ae98b57cb495683eb4da7ef7b79b0
Source dataset
uspto-grants-1992_05
Patent number
US05110921

Reaction notes

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