Benzenesulfonyl isocyanate, 2-chloro- → 2-chloro-N-[({2-[4-(2-ethyl-4-phenyl-1h-imidazol-1-yl)phenyl]ethyl}amino) carbonyl]benzenesulfonamide

HRID 967819Notes

Reaction equation

HRID 967819 reaction equation
[CH2:1]([C:3]1[N:4]([C:14]2[CH:19]=[CH:18][C:17]([CH2:20][CH2:21][NH2:22])=[CH:16][CH:15]=2)[CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:7]=1)[CH3:2].[Cl:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[S:30]([N:33]=[C:34]=[O:35])(=[O:32])=[O:31]>>[Cl:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[S:30]([NH:33][C:34]([NH:22][CH2:21][CH2:20][C:17]1[CH:16]=[CH:15][C:14]([N:4]2[CH:5]=[C:6]([C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=3)[N:7]=[C:3]2[CH2:1][CH3:2])=[CH:19][CH:18]=1)=[O:35])(=[O:32])=[O:31]

Participants

3

Procedure

The title compound was prepared according to the procedure described in step 1 of Example 7 from 2-[4-(2-ethyl-4-phenyl-1H-imidazol-1-yl)phenyl]ethylamine and 2-chlorobenzensulfonyl isocyanate. MS (ESI) m/z 509 [M+H]+, 507 [M−H]−, 1H-NMR (DMSO-d6) δ 1.17 (3H, t, J=7.3 Hz), 2.63 (2H, q, J=7.5 Hz), 2.73 (2H, t, J=7.1 Hz), 3.19-3.27 (2H, m), 6.45 (1H, br), 7.20 (1H, t, J=7.3 Hz), 7.30-7.41 (6H, m), 7.49-7.55 (1H, m), 7.61 (1H, br), 7.73 (1H, s), 7.80 (2H, d, J=8.4 Hz), 8.03 (1H, dd, J=7.31 Hz).

Sources & evidence

ORD record
ord-7e30573518f249b2823199f06295b15f
Source dataset
uspto-grants-2005_10
Patent number
US06956050B2

Reaction notes

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