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Potassium Hydroxide → 5-tert-Butylaminocarbonyl-2-methylthiothiazole-4-carboxylic acid

HRID 5334
Notes
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Reaction equation

HRID 5334 reaction equation
[OH-].[K+].[C:3]([NH:7][C:8]([C:10]1[S:14][C:13]([S:15][CH3:16])=[N:12][C:11]=1[C:17]([O:19]CC)=[O:18])=[O:9])([CH3:6])([CH3:5])[CH3:4]>O.O.C(O)C>[C:3]([NH:7][C:8]([C:10]1[S:14][C:13]([S:15][CH3:16])=[N:12][C:11]=1[C:17]([OH:19])=[O:18])=[O:9])([CH3:6])([CH3:4])[CH3:5]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 150095734-Ethoxycarbonyl-2-methylthiothiazole-5-carboxylic acid-tert-butylamide

Product 1

HCID 150095705-tert-Butylaminocarbonyl-2-methylthiothiazole-4-carboxylic acid

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 19096565Water ethanolSolvent

Procedure

0.82 g (14.6 mmol) of potassium hydroxide in 10 ml of water was added to a solution of 4.00 g (13.2 mmol) of 4-ethoxycarbonyl-2-methylthiothiazole-5-carboxylic acid-tert-butylamide in 50 ml of water/ethanol (2:1), and the mixture was refluxed for 2 hours. The solvent mixture was then removed under reduced pressure and the residue was taken up in 50 ml of water and acidified with concentrated hydrochloric acid. The precipitated product was filtered off and dried.

Workup

  1. temperaturethe mixture was refluxed for 2 hours
  2. customThe solvent mixture was then removed under reduced pressure
  3. filtrationThe precipitated product was filtered off
  4. customdried

Sources & evidence

ORD record
ord-2edd7bfaf0f643ea9042f3b3d6c043f5
Source dataset
uspto-grants-1993_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05244867

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes