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

HRID 618364Notes

Reaction equation

HRID 618364 reaction equation
[CH3:1][C:2]1[CH:19]=[CH:18][C:5]2[N:6]([CH:12]3[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]3)[C:7](=[O:11])[N:8]([CH2:9][CH3:10])[C:4]=2[CH:3]=1.[O:20]=[S:21]1(=[O:37])[C:25]2[CH:26]=[CH:27][C:28]([Cl:30])=[CH:29][C:24]=2[C:23](=[O:31])[N:22]1[CH2:32][CH2:33][CH2:34][CH2:35]Br>>[O:37]=[S:21]1(=[O:20])[C:25]2[CH:26]=[CH:27][C:28]([Cl:30])=[CH:29][C:24]=2[C:23](=[O:31])[N:22]1[CH2:32][CH2:33][CH2:34][CH2:35][N:15]1[CH2:14][CH2:13][CH:12]([N:6]2[C:5]3[CH:18]=[CH:19][C:2]([CH3:1])=[CH:3][C:4]=3[N:8]([CH2:9][CH3:10])[C:7]2=[O:11])[CH2:17][CH2:16]1

Participants

3

Reactant 2

HCID 133659801,2-Benzisothiazol-3(2H)-one, 2-(4-bromobutyl)-5-chloro-, 1,1-dioxideHCID 18695989HCID 18695989, compound

Product 1

HCID 186959481,1-Dioxido-2-(4-(4-(5-methyl-3-ethyl-2-oxo-1-benzimidazolinyl)piperidin-1-yl)butyl)-5-chloro-1,2-benzisothiazol-3(2H)-one

Procedure

From 4-(5-methyl-3-ethyl-2-oxo-1-benzimidazolinyl)piperidine and 1,1-dioxido-2-(4-bromobutyl)-5-chloro-1,2-benzisothiazol-3(2H)-one (prepared as shown in Example 22) using the procedures described in Example 1 there was obtained a white solid upon formation of the HCl salt (from methanol), melting point 229-231° C. Analysis calculated for C26H31N4O4S.HCl.0.75 H2O: C, 53.82; H, 5.80; N, 9.66; found: C, 53.79; H, 5.52; N, 9.53. The NMR was consistent with the structure.

Sources & evidence

ORD record
ord-3f0957d8a18946aebb95ff1b5e0a8aa9
Source dataset
uspto-grants-1999_09
Patent number
US05952351

Reaction notes

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