Ammonium Hydroxide → 4-Amino-3-[4-(methanesulfonyl)phenyl]-1,2-oxazole-5-carboxamide

HRID 1864170Notes

Reaction equation

HRID 1864170 reaction equation
C([O:3][C:4]([C:6]1[O:10][N:9]=[C:8]([C:11]2[CH:16]=[CH:15][C:14]([S:17]([CH3:20])(=[O:19])=[O:18])=[CH:13][CH:12]=2)[C:7]=1[NH2:21])=O)C.[NH4+:22].[OH-]>CO.C1COCC1>[NH2:21][C:7]1[C:8]([C:11]2[CH:16]=[CH:15][C:14]([S:17]([CH3:20])(=[O:19])=[O:18])=[CH:13][CH:12]=2)=[N:9][O:10][C:6]=1[C:4]([NH2:22])=[O:3]

Participants

5

Reactant 2

HCID 14923Ammonium HydroxideHCID 57496377HCID 57496377, compound

Product 1

HCID 574963794-Amino-3-[4-(methanesulfonyl)phenyl]-1,2-oxazole-5-carboxamide

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 4-amino-3-(4-methanesulfonyl-phenyl)-isoxazole-5-carboxylic acid ethyl ester (4.0 g, 12.9 mmol) in methanol (50 mL) and THF (50 mL), was added a NH4OH solution (100 mL) at room temperature. The reaction was stirred for 24 h. The precipitates were filtered and washed with H2O (100 mL). The compound was dried in vacuo to afford the crude product which was used for the next step without further purification. LCMS 282.1 [M+H].

Workup

  1. filtrationThe precipitates were filtered
  2. washwashed with H2O (100 mL)
  3. customThe compound was dried in vacuo

Sources & evidence

ORD record
ord-75bb3dd87b354c56a4ccc3c43ed74036
Source dataset
uspto-grants-2009_12
Patent number
US07625906B2

Reaction notes

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