Thiourea → HCID 13671422, compound

HRID 1906533Notes

Reaction equation

HRID 1906533 reaction equation
[CH2:1]([O:3][C:4](=[O:15])[CH:5]([C:11](=O)[CH2:12]Cl)[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2].[NH2:16][C:17]([NH2:19])=[S:18]>C(O)C>[CH2:1]([O:3][C:4](=[O:15])[CH:5]([C:11]1[N:16]=[C:17]([NH2:19])[S:18][CH:12]=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2]

Participants

4

Reactant 2

HCID 2723790ThioureaHCID 13671421HCID 13671421, compound

Product 1

HCID 13671422HCID 13671422, compoundYield 79.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2-(chloroacetyl)malonic acid diethyl ester in ethanol (8 parts) is added thiourea (1.9 equivalents). After stirring at room temperature for 2 hours, the mixture is let stand overnight. The reaction mixture is concentrated, diluted with water, and neutralized with aqueous sodium hydrogen carbonate to give 2-(2-amino-4-thiazolyl)malonic acid diethyl ester. Yield: 79.2%. mp. 99.5°-100.5° C.

Workup

  1. waitthe mixture is let stand overnight
  2. concentrationThe reaction mixture is concentrated
  3. additiondiluted with water

Sources & evidence

ORD record
ord-3cf107c935974d3da058b22af749bd0a
Source dataset
uspto-grants-1987_03
Patent number
US04652652

Reaction notes

Loading…