(4-aminophenyl)-N-methylmethylenesulfonamide hydrochloride → N-methyl-1-[4-[[5-(1,3-oxazol-5-yl)-2-oxo-1H-indol-3-ylidene]methylamino]phenyl]methanesulfonamide

HRID 1935555Notes

Reaction equation

HRID 1935555 reaction equation
C(O[CH:4]=[C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([C:14]3[O:18][CH:17]=[N:16][CH:15]=3)[CH:12]=2)[NH:7][C:6]1=[O:19])C.Cl.[CH3:21][NH:22][S:23]([CH2:26][C:27]1[CH:32]=[CH:31][C:30]([NH2:33])=[CH:29][CH:28]=1)(=[O:25])=[O:24]>>[CH3:21][NH:22][S:23]([CH2:26][C:27]1[CH:32]=[CH:31][C:30]([NH:33][CH:4]=[C:5]2[C:13]3[C:8](=[CH:9][CH:10]=[C:11]([C:14]4[O:18][CH:17]=[N:16][CH:15]=4)[CH:12]=3)[NH:7][C:6]2=[O:19])=[CH:29][CH:28]=1)(=[O:24])=[O:25]

Participants

3

Reactant 2

HCID 14234262(4-aminophenyl)-N-methylmethylenesulfonamide hydrochlorideHCID 53832760Ethoxymethylene-5-oxazol-5-yl-1,3-dihydro-indol-2-one

Product 1

HCID 178486286N-methyl-1-[4-[[5-(1,3-oxazol-5-yl)-2-oxo-1H-indol-3-ylidene]methylamino]phenyl]methanesulfonamideYield 56%

Procedure

The title compound was prepared in 56% yield from ethoxymethylene-5-oxazol-5-yl-1,3-dihydro-indol-2-one and N-methyl4-aminophenylmethanesulfonamide hydrochloride according to Procedure J: 1H NMR (DMSO-d6): δ 10.72 (d,1H), 10.67 (s, 1H), 8.71 (d, 1H), 8.37 (s, 1H), 7.43-7.34 (m, 7H), 6.89 (m, 2H), 4.28 (s, 2H), 2.54 (d, 3H); APCI−MS m/z 409 (MH)−.

Sources & evidence

ORD record
ord-1b6b4cd90c9e43ebb0ef7d3d2679fcd7
Source dataset
uspto-grants-2002_05
Patent number
US06387919B1

Reaction notes

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