2-Aminobenzimidazole → 4-(1H-Benzimidazol-2-ylamino)-2-butyl-5-phenylisothiazol-3(2H)-one 1,1-dioxide

HRID 729320Notes

Reaction equation

HRID 729320 reaction equation
[CH2:1]([N:5]1[C:9](=[O:10])[C:8](Cl)=[C:7]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[S:6]1(=[O:19])=[O:18])[CH2:2][CH2:3][CH3:4].[NH2:20][C:21]1[NH:25][C:24]2[CH:26]=[CH:27][CH:28]=[CH:29][C:23]=2[N:22]=1>>[NH:22]1[C:23]2[CH:29]=[CH:28][CH:27]=[CH:26][C:24]=2[N:25]=[C:21]1[NH:20][C:8]1[C:9](=[O:10])[N:5]([CH2:1][CH2:2][CH2:3][CH3:4])[S:6](=[O:19])(=[O:18])[C:7]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 136242-AminobenzimidazoleHCID 672426232-Butyl-4-chloro-5-phenylisothiazol-3(2H)-one 1,1-dioxide

Product 1

HCID 116326464-(1H-Benzimidazol-2-ylamino)-2-butyl-5-phenylisothiazol-3(2H)-one 1,1-dioxide

Procedure

The title compound was prepared from 2-butyl-4-chloro-5-phenylisothiazol-3(2H)-one 1,1-dioxide and 2-amino-1H-benzimidazole in a similar manner as described for e.g. Examples 6-9, 22-25, 28 and 32-35. 1H NMR (500 MHz, CD3CN): δ 1.00 (t, 3H), 1.43-1.53 (m, 2H), 1.76-1.85 (m, 2H), 3.71 (t, 2H), 7.12-7.19 (m, 4H), 7.34-7.68 (m, 5H), 8.03-8.06 (m, 2H).

Sources & evidence

ORD record
ord-85dbe2f8367b4828b1fd582533ad3db3
Source dataset
uspto-grants-2009_09
Patent number
US07582629B2

Reaction notes

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