Hydrochloric Acid → 2-N-Boc-Amino-Thiazole-5-Carboxylic Acid

HRID 1188135Notes

Reaction equation

HRID 1188135 reaction equation
[C:1]([O:5][C:6]([NH:8][C:9]1[S:10][C:11]([C:14]([O:16]CC)=[O:15])=[CH:12][N:13]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[K+].Cl>CCO.O>[C:1]([O:5][C:6]([NH:8][C:9]1[S:10][C:11]([C:14]([OH:16])=[O:15])=[CH:12][N:13]=1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 7213140Ethyl 2-((tert-butoxy(hydroxy)methylidene)amino)-1,3-thiazole-5-carboxylate

Product 1

HCID 222714422-N-Boc-Amino-Thiazole-5-Carboxylic AcidYield 86%

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Procedure

A solution of ethyl 2-(tert-butoxycarbonylamino)thiazole-5-carboxylate (5 g, 18.36 mmol) and KOH (10.3 g, 184 mmol) in EtOH/H2O (1:1) (60 mL) was stirred at RT for 12 hrs. The solution was acidified with 1N HCl and the precipitate was filtered and dried, yielding 2-(tert-butoxycarbonylamino)thiazole-5-carboxylic acid (3.84 g, 86%) as a white solid.

Workup

  1. filtrationthe precipitate was filtered
  2. customdried

Sources & evidence

ORD record
ord-2c3b91c932b04c58a6838a42189969ca
Source dataset
uspto-grants-2014_03
Patent number
US08673940B2

Reaction notes

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