3-Bromo-n-(2-methoxyethyl)benzenesulfonamide → 3-(N'-benzhydrylidenehydrazino)-N-(2-methoxy-ethyl)-benzene sulfonamide

HRID 221875Notes

Reaction equation

HRID 221875 reaction equation
[C:1](=[N:14][NH:15]C1C=CC(S(NCCN2CCOCC2)(=O)=O)=C(C)C=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[C:36]1[CH:37]=[C:38]([S:42]([NH:45][CH2:46][CH2:47][O:48][CH3:49])(=[O:44])=[O:43])[CH:39]=[CH:40][CH:41]=1>>[C:1](=[N:14][NH:15][C:36]1[CH:37]=[C:38]([S:42]([NH:45][CH2:46][CH2:47][O:48][CH3:49])(=[O:43])=[O:44])[CH:39]=[CH:40][CH:41]=1)([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 471084603-Bromo-n-(2-methoxyethyl)benzenesulfonamideHCID 536301814-(N'-benzhydrylidenehydrazino)-2-methyl-N-(2-morpholin-4-yl-ethyl)benzene sulfonamide

Product 1

HCID 536301823-(N'-benzhydrylidenehydrazino)-N-(2-methoxy-ethyl)-benzene sulfonamide

Procedure

The compound was prepared in the same manner as described for 4-(N′-benzhydrylidenehydrazino)-2-methyl-N-(2-morpholin-4-yl-ethyl)benzene sulfonamide, replacing 4-bromo-2-methyl-N-(2-morpholin-4-yl-ethyl)benzene sulfonamide with 3-bromo-N-(2-methoxyethyl)benzene sulfonamide. 1H-NMR (DMSO-d6) δ 9.32 (s, 1H), 7.67 (t, J=2.1 Hz, 1H), 7.63 to 7.48 (m, 4H), 7.46 to 7.41 (m, 3H), 7.39 to 7.26 (m, 6H), 7.15 to 7.12 (m, 1H), 3.29 (t, 5.7 Hz, 2H), 3.15 (s, 3H), 2.87 (q, J=5.7 Hz, 2H); MS LC-MS [M+H]+=410, RT=3.50 min.

Workup

  1. customThe compound was prepared in the same manner

Sources & evidence

ORD record
ord-fb21a70377724ea7ac52cdccbd3f5881
Source dataset
uspto-grants-2012_06
Patent number
US08207166B2

Reaction notes

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