Thiourea → 5-Thiazolecarboxylic acid, 2-amino-4-(trifluoromethyl)-, ethyl ester

HRID 2279648Notes

Reaction equation

HRID 2279648 reaction equation
[NH2:1][C:2]([NH2:4])=[S:3].[CH2:5]([O:7][C:8](=[O:17])[CH:9](Cl)[C:10](=O)[C:11]([F:14])([F:13])[F:12])[CH3:6]>CCO>[CH2:5]([O:7][C:8]([C:9]1[S:3][C:2]([NH2:4])=[N:1][C:10]=1[C:11]([F:12])([F:13])[F:14])=[O:17])[CH3:6]

Participants

4

Reactant 2

HCID 2723790ThioureaHCID 2737165Ethyl 2-chloro-4,4,4-trifluoro-3-oxobutanoate

Product 1

HCID 676565-Thiazolecarboxylic acid, 2-amino-4-(trifluoromethyl)-, ethyl ester

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of thiourea (8.7 g) and 2-chloro-4,4,4-trifluoro-3-oxo-butyric acid ethyl ester (25 g) in 200 mL of EtOH is heated with stirring for 3 h. The solvent is evaporated and water is added to the residue, and basified with NaHCO3. The solid is collected with filtration, washed with water and hexane, and dried to afford the title compound.

Workup

  1. temperatureis heated
  2. customThe solvent is evaporated
  3. additionwater is added to the residue
  4. filtrationThe solid is collected with filtration
  5. washwashed with water and hexane
  6. customdried

Sources & evidence

ORD record
ord-66e5c8ec1b9241d6bbd75e07937e36fc
Source dataset
uspto-grants-2015_09
Patent number
US09133204B2

Reaction notes

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