N-methyl-2-oxoindoline-5-sulfonamide → HCID 178486265, compound

HRID 1615223Notes

Reaction equation

HRID 1615223 reaction equation
[CH3:1][NH:2][S:3]([C:6]1[CH:7]=[C:8]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10](=[O:15])[CH2:9]2)(=[O:5])=[O:4].[NH:16]1[C:20]2[CH:21]=[CH:22][C:23]([CH:25]=O)=[CH:24][C:19]=2[N:18]=[N:17]1>>[NH:16]1[C:20]2[CH:21]=[CH:22][C:23]([CH:25]=[C:9]3[C:8]4[C:12](=[CH:13][CH:14]=[C:6]([S:3]([NH:2][CH3:1])(=[O:5])=[O:4])[CH:7]=4)[NH:11][C:10]3=[O:15])=[CH:24][C:19]=2[N:18]=[N:17]1

Participants

3

Reactant 2

HCID 10176909N-methyl-2-oxoindoline-5-sulfonamideHCID 178519382HCID 178519382, compound

Product 1

HCID 178486265HCID 178486265, compoundYield 25.5%

Procedure

The compound was synthesized according to the method described for Example A6 except reacting N-methyl-2-oxoindoline-5-sulfonamide (14 mg, 0.0618 mmol) with 1H-benzo[d][1,2,3]triazole-5-carbaldehyde (10 mg, 0.0680 mmol) to obtain 5.6 mg, 12% of the title compound as a mixture of (E) and (Z) isomers (69:21 by NMR). 1H NMR (400 MHz, d6-DMSO) δ 16.02, 16.00 (bs, 1H), 11.10, 11.15 (s, 1H), 8.55-8.10 (m, 2H), 7.95-7.80 (m, 3H), 7.77-7.60 (m, 1H), 7.27, 7.21 (q, J=5.2 Hz, 1H), 7.07, 7.03 (d, J=8.3 Hz, 1H), 2.44, 2.36 (s, 3H); MS ESI 356.1 [M+H]+, calcd for [C16H13N5O3S+H]+ 356.08.

Workup

  1. customThe compound was synthesized

Sources & evidence

ORD record
ord-42a8cbd6664a4799915e98aaaa7348d3
Source dataset
uspto-grants-2014_07
Patent number
US08765748B2

Reaction notes

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