HCID 178442072, compound → HCID 178442074, compound

HRID 1935504Notes

Reaction equation

[CH3:1][C:2]([CH2:26][CH3:27])=[CH:3][C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[C:6](=[N:14][NH:15][C:16]1[CH:21]=[CH:20][C:19]([S:22]([NH2:25])(=[O:24])=[O:23])=[CH:18][CH:17]=1)[C:7](=[O:13])[NH:8]2.CC(=CC)CC1C=CC=C2C=1C(=NNC1C=CC(S(N)(=O)=O)=CC=1)C(=O)N2>>[CH3:1][CH:2]([CH2:26][CH3:27])[CH2:3][C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[C:6](=[N:14][NH:15][C:16]1[CH:21]=[CH:20][C:19]([S:22]([NH2:25])(=[O:24])=[O:23])=[CH:18][CH:17]=1)[C:7](=[O:13])[NH:8]2

Participants

Reactant 2

HCID 178442072HCID 178442072, compound

HCID 178442073HCID 178442073, compound

Product 1

HCID 178442074HCID 178442074, compoundYield 79%

Procedure

Reduction of the mixture of 4-{N′-[4-(2-methyl-1-butenyl)-2-oxo-1,2-dihydro-indol-3-ylidene]-hydrazino}-benzenesulfonamide and 4-{N′-[4-(2-methyl-2-butenyl)-2-oxo-1,2-dihydro-indol-3-ylidene]-hydrazino}benzenesulfonamide according to Procedure M gave the title compound in 79% yield: 1H NMR (DMSO-d6): δ 0.87-0.90 (m, 6H), 1.21-1.25 (m, 2H), 1.47-1.63 (m, 1H), 2.82 (dd, J=12.6, 8.1 Hz, 1H), 2.95 (dd, J=12.6, 6.6 Hz, 1H), 6.77 (d, J=7.7 Hz, 1H), 6.84 (d, J=7.7 Hz, 1H), 7.18 (t, J=7.7 Hz, 1H), 7.25 (s, 2H), 7.49 (d, J=8.6 Hz, 2H), 7.79 (d, J=8.6 Hz, 2H), 11.12 (s, 1H), 13.04 (s, 1H); APCI−MS m/z 385 (M−1)−.

Sources & evidence

ORD record: ord-fa4eede336ff498e8efca199d4ff94a1
Source dataset: uspto-grants-2002_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06387919B1

Reaction notes

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