2-Methyl-4-methoxyaniline → N-(4-chloro-3-methyl-5-isoxazolyl)-2-[(4-methoxy-2-methylphenyl)aminocarbonyl]thiophene-3-sulfonamide

HRID 234470

Reaction equation

HRID 234470 reaction equation
[Cl:1][C:2]1[C:3]([CH3:25])=[N:4][O:5][C:6]=1[NH:7][S:8]([C:11]1[CH:15]=[CH:14][S:13][C:12]=1[C:16]([NH:18][C:19]1SC(C)=NN=1)=[O:17])(=[O:10])=[O:9].[CH3:26][O:27][C:28]1[CH:34]=[CH:33][C:31](N)=[C:30](C)[CH:29]=1>N1C=CC=CC=1>[Cl:1][C:2]1[C:3]([CH3:25])=[N:4][O:5][C:6]=1[NH:7][S:8]([C:11]1[CH:15]=[CH:14][S:13][C:12]=1[C:16]([NH:18][C:19]1[CH:33]=[CH:34][C:28]([O:27][CH3:26])=[CH:29][C:30]=1[CH3:31])=[O:17])(=[O:9])=[O:10]

Participants

4

Reactant 2

HCID 76102-Methyl-4-methoxyanilineHCID 10550033N-(4-chloro-3-methyl-5-isoxazolyl)-2-[(2-methyl-1,3,4-thiadiazol-5-yl)aminocarbonyl]thiophene-3-sulfonamide

Product 1

HCID 10646831N-(4-chloro-3-methyl-5-isoxazolyl)-2-[(4-methoxy-2-methylphenyl)aminocarbonyl]thiophene-3-sulfonamide

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

N-(4-chloro-3-methyl-5-isoxazolyl)-2-[(4-methoxy-2-methylphenyl)aminocarbonyl]thiophene-3-sulfonamide was prepared by the method set forth for N-(4-chloro-3-methyl-5-isoxazolyl)-2-[(2-methyl-1,3,4-thiadiazol-5-yl)aminocarbonyl]thiophene-3-sulfonamide (EXAMPLE 150), except that 4-methoxy-2-methylaniline was used instead of 2-amino-5-methyl-1,3,4-thiadiazole and that pyridine was not used. The title compound was obtained via HPLC purification as a dull yellow powder (66% yield, m.p. 58°-62° C.).

Workup

  1. customN-(4-chloro-3-methyl-5-isoxazolyl)-2-[(4-methoxy-2-methylphenyl)aminocarbonyl]thiophene-3-sulfonamide was prepared by the method

Sources & evidence

ORD record
ord-2858442a5b47413790fae53e184b0f05
Source dataset
uspto-grants-1997_01
Patent number
US05594021

Linked notes

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