Acetic Anhydride → HCID 13961923, compound

HRID 1656158Notes

Reaction equation

HRID 1656158 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-d8ce45333e4843f49c8119eec2628ea0
Source dataset
uspto-grants-1993_10
Patent number
US05252731

Reaction notes

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