Hydrochloric Acid → 2-Carbamoyl-5-phenyl-1,3-thiazole-4-carboxylic acid

HRID 383932Notes

Reaction equation

HRID 383932 reaction equation
[C:1]([C:3]1[S:4][C:5]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[C:6]([C:8]([O:10]CC)=[O:9])[N:7]=1)#[N:2].[OH-:19].[K+].Cl>C1COCC1>[C:1]([C:3]1[S:4][C:5]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[C:6]([C:8]([OH:10])=[O:9])[N:7]=1)(=[O:19])[NH2:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 59291286Ethyl 2-cyano-5-phenyl-1,3-thiazole-4-carboxylate

Product 1

HCID 592915312-Carbamoyl-5-phenyl-1,3-thiazole-4-carboxylic acid

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of ethyl 2-cyano-5-phenyl-1,3-thiazole-4-carboxylate in THF was added a 1 M aqueous KOH solution, followed by stirring at room temperature for 12 hours. To the reaction mixture was added 1 M hydrochloric acid, and the solid precipitated was collected by filtration to obtain 2-carbamoyl-5-phenyl-1,3-thiazole-4-carboxylic acid as a pale yellow solid.

Workup

  1. customthe solid precipitated
  2. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-7ad16357e7ad449fb3a65a376802ff60
Source dataset
uspto-grants-2013_02
Patent number
US08367696B2

Reaction notes

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