1,2-Benzisothiazol-3(2H)-one, 2-(4-bromobutyl)-5-chloro-, 1,1-dioxide → 1,1-Dioxido-2-(4-(4-(3-butyl-2-oxo-1-benzimidazolinyl)piperidin-1-yl)butyl)-5-chloro-1,2-benzisothiazol-3(2H)-one

HRID 618366Notes

Reaction equation

HRID 618366 reaction equation
[CH2:1]([N:5]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[N:7]([CH:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)[C:6]1=[O:20])[CH2:2][CH2:3][CH3:4].[O:21]=[S:22]1(=[O:38])[C:26]2[CH:27]=[CH:28][C:29]([Cl:31])=[CH:30][C:25]=2[C:24](=[O:32])[N:23]1[CH2:33][CH2:34][CH2:35][CH2:36]Br>>[O:38]=[S:22]1(=[O:21])[C:26]2[CH:27]=[CH:28][C:29]([Cl:31])=[CH:30][C:25]=2[C:24](=[O:32])[N:23]1[CH2:33][CH2:34][CH2:35][CH2:36][N:17]1[CH2:18][CH2:19][CH:14]([N:7]2[C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=3[N:5]([CH2:1][CH2:2][CH2:3][CH3:4])[C:6]2=[O:20])[CH2:15][CH2:16]1

Participants

3

Reactant 2

HCID 133659801,2-Benzisothiazol-3(2H)-one, 2-(4-bromobutyl)-5-chloro-, 1,1-dioxideHCID 218500964-(3-Butyl-2-oxo-1-benzimidazolinyl)piperidine

Product 1

HCID 186959691,1-Dioxido-2-(4-(4-(3-butyl-2-oxo-1-benzimidazolinyl)piperidin-1-yl)butyl)-5-chloro-1,2-benzisothiazol-3(2H)-one

Procedure

From 4-(3-butyl-2-oxo-1-benzimidazolinyl)piperidine and 1,1-dioxido-2-(4-bromobutyl)-5-chloro-1,2-benzisothiazol-3(2H)-one using the procedures described in Example 1 there was obtained a white solid upon formation of the HCl salt (from methanol), melting point 192-195° C. Analysis calculated for C27H334N4O4S.HCl.0.8 H2O: C, 54.41; H, 6.02; N, 9.40; found: C, 54.41; H, 5.82; N, 9.34. The NMR was consistent with the structure.

Sources & evidence

ORD record
ord-a671e50240984ae0803f24e355ef675a
Source dataset
uspto-grants-1999_09
Patent number
US05952351

Reaction notes

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