Hydrochloric Acid → 2-(acetylamino)-N-(4-aminophenyl)-1,3-thiazole-4-carboxamide hydrochloride

HRID 2117851Notes

Reaction equation

HRID 2117851 reaction equation
[C:1]([NH:4][C:5]1[S:6][CH:7]=[C:8]([C:10]([NH:12][C:13]2[CH:18]=[CH:17][C:16]([NH:19]C(=O)OC(C)(C)C)=[CH:15][CH:14]=2)=[O:11])[N:9]=1)(=[O:3])[CH3:2].[ClH:27]>CO.C(OCC)(=O)C>[ClH:27].[C:1]([NH:4][C:5]1[S:6][CH:7]=[C:8]([C:10]([NH:12][C:13]2[CH:18]=[CH:17][C:16]([NH2:19])=[CH:15][CH:14]=2)=[O:11])[N:9]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 21915112Tert-butyl 4-({[2-(acetylamino)-1,3-thiazol-4-yl]carbonyl)amino}phenylcarbamate

Product 1

HCID 219152912-(acetylamino)-N-(4-aminophenyl)-1,3-thiazole-4-carboxamide hydrochloride

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of tert-butyl 4-({[2-(acetylamino)-1,3-thiazol-4-yl]carbonyl)amino}phenylcarbamate (85 mg) in methanol (1 ml) was added 4N hydrogen chloride in ethyl acetate (1 ml), and the mixture was stirred at ambient temperature for 1 hour. The reaction mixture was concentrated in vacuo. The solid residue was collected and washed with ethyl acetate to give 2-(acetylamino)-N-(4-aminophenyl)-1,3-thiazole-4-carboxamide hydrochloride (70 mg).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customThe solid residue was collected
  3. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-8bacd9af2b784e1cb29002fb0e35a66f
Source dataset
uspto-grants-2008_10
Patent number
US07442715B2

Reaction notes

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