1,2-Benzisothiazol-3(2H)-one, 2-(4-bromobutyl)-5-chloro-, 1,1-dioxide → HCID 18695973, compound

HRID 618365Notes

Reaction equation

HRID 618365 reaction equation
[CH:1]([N:4]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[N:6]([CH:13]2[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)[C:5]1=[O:19])([CH3:3])[CH3:2].[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:16]1[CH2:17][CH2:18][CH:13]([N:6]2[C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=3[N:4]([CH:1]([CH3:3])[CH3:2])[C:5]2=[O:19])[CH2:14][CH2:15]1

Participants

3

Reactant 2

HCID 133659801,2-Benzisothiazol-3(2H)-one, 2-(4-bromobutyl)-5-chloro-, 1,1-dioxideHCID 186959941-(1-methylethyl)-3-(4-piperidinyl)-2H-benzimidazol-2-one

Product 1

HCID 18695973HCID 18695973, compound

Procedure

From 4-(3-isopropyl-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 and diethyl ether), melting point 229-234° C. Analysis calculated for C26H31ClN4O4S.HCl.0.4 H2O: C, 54.33; H, 5.75; N, 9.75; found: C, 54.35; H, 5.60; N, 9.70. The NMR was consistent with the structure.

Sources & evidence

ORD record
ord-580cfdda125940fdaac54b77506c85c7
Source dataset
uspto-grants-1999_09
Patent number
US05952351

Reaction notes

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