Acetic Anhydride → HCID 13671423, compound

HRID 1906534Notes

Reaction equation

HRID 1906534 reaction equation
[CH2:1]([O:3][C:4](=[O:17])[CH:5]([C:11]1[N:12]=[C:13]([NH2:16])[S:14][CH:15]=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2].[C:18](OC(=O)C)(=[O:20])C>C(O)=O>[CH2:1]([O:3][C:4](=[O:17])[CH:5]([C:11]1[N:12]=[C:13]([NH:16][CH:18]=[O:20])[S:14][CH:15]=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 13671422HCID 13671422, compound

Product 1

HCID 13671423HCID 13671423, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Conditions

Temperature
0 °C

Procedure

A solution of 2-(2-amino-4-thiazolyl)malonic acid diethyl ester in a mixture of acetic anhydride (6 parts) and formic acid (6 parts) is stirred at 0° C. for 1 hour. The reaction mixture is concentrated in vacuum, diluted with ethyl acetate, washed with diluted hydrochloric acid, aqueous sodium hydrogen carbonate, and water, dried, and concentrated in vacuum to give 2-(2-formamido-4-thiazolyl)malonic acid diethyl ester. Yield: 70%.

Workup

  1. concentrationThe reaction mixture is concentrated in vacuum
  2. additiondiluted with ethyl acetate
  3. washwashed with diluted hydrochloric acid, aqueous sodium hydrogen carbonate, and water
  4. customdried
  5. concentrationconcentrated in vacuum

Sources & evidence

ORD record
ord-e468c11d83e144da8c48c638ddff8fbc
Source dataset
uspto-grants-1987_03
Patent number
US04652652

Reaction notes

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