Acetic Anhydride → HCID 13961923, compound

HRID 1381380Notes

Reaction equation

HRID 1381380 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-88caf10747f94bb3822ce1d9557dd3fd
Source dataset
uspto-grants-1986_04
Patent number
US04585860

Reaction notes

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