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

HRID 1656899

Reaction equation

HRID 1656899 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]

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-aad8beacd25d42e68ee60b85cf564b23
Source dataset
uspto-grants-1993_10
Patent number
US05256633

Linked notes

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