Benzenesulfonamide, 4-amino-N,N-dimethyl- → HCID 86706297, compound

HRID 2205884Notes

Reaction equation

HRID 2205884 reaction equation
Br[C:2]1[N:7]=[CH:6][C:5]2[CH:8]=[C:9]([C:18]3[CH:19]=[N:20][N:21]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH:22]=3)[N:10]([C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[C:4]=2[CH:3]=1.[CH3:30][N:31]([CH3:42])[S:32]([C:35]1[CH:40]=[CH:39][C:38]([NH2:41])=[CH:37][CH:36]=1)(=[O:34])=[O:33]>>[C:26]([O:25][C:23]([N:21]1[CH:22]=[C:18]([C:9]2[N:10]([C:11]([O:13][C:14]([CH3:16])([CH3:15])[CH3:17])=[O:12])[C:4]3[CH:3]=[C:2]([NH:41][C:38]4[CH:39]=[CH:40][C:35]([S:32](=[O:34])(=[O:33])[N:31]([CH3:30])[CH3:42])=[CH:36][CH:37]=4)[N:7]=[CH:6][C:5]=3[CH:8]=2)[CH:19]=[N:20]1)=[O:24])([CH3:29])([CH3:27])[CH3:28]

Participants

3

Reactant 2

HCID 74369Benzenesulfonamide, 4-amino-N,N-dimethyl-HCID 86706270HCID 86706270, compound

Product 1

HCID 86706297HCID 86706297, compoundYield 86%

Procedure

The title compound was prepared in 86% yield from compound (10) and 4-(N,N-dimethylsulfamoyl)phenylamine using the method described for Preparation 35. 1H-NMR (d6-DMSO, 500 MHz): δ 1.48 (s, 9H), 1.60 (s, 9H), 2.58 (s, 9H), 6.87 (d, J=0.63 Hz, 1H), 7.61 (d, J=9.14 Hz, 2H), 7.65 (s, 1H), 7.90 (d, J=8.83 Hz, 2H), 8.05 (d, J=0.63 Hz, 1H), 8.49 (d, J=0.63 Hz, 1H), 8.57 (d, J=0.95 Hz, 1H), 9.67 (s, 1H).

Workup

  1. customdescribed for Preparation 35

Sources & evidence

ORD record
ord-344eb6febafd48b5b2f5cc35706cdfd6
Source dataset
uspto-grants-2016_06
Patent number
US09371319B2

Reaction notes

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