(1-Isopropylpiperidin-4-yl)methanamine → 2-Chloropropane

HRID 1449384Notes

Reaction equation

HRID 1449384 reaction equation
[Cl:1][C:2]1[CH:3]=C(SCl)[C:5]([C:8](Cl)=[O:9])=C[CH:7]=1.C([N:16]1[CH2:21][CH2:20][CH:19]([CH2:22][NH2:23])[CH2:18][CH2:17]1)(C)C>>[C:8]([NH:23][CH2:22][CH:19]1[CH2:18][CH2:17][NH:16][CH2:21][CH2:20]1)(=[O:9])[CH3:5].[CH:2]([Cl:1])([CH3:3])[CH3:7]

Participants

4

Reactant 2

HCID 7258859(1-Isopropylpiperidin-4-yl)methanamineHCID 107288263-Chloro-6-chlorocarbonylphenylsulfenyl chloride

Product 2

HCID 63612-ChloropropaneHCID 4341747N-(piperidin-4-ylmethyl)acetamide

Procedure

2-(1-isopropylpiperid-4-ylmethyl)-6-chloro-1,2-benzisothiazolin-3-one is obtained analogously to Example 33 by reacting 3-chloro-6-chlorocarbonylphenylsulfenyl chloride and 1-isopropyl-4-aminomethylpiperidine [boiling point 15: 95°-97° C.; obtained from 4-acetylaminomethylpiperidine and isopropyl chloride analogously to Singh et al., J. Med. Chem. 12, 949 (1969) and Werbel et al., supra]. After recrystallization in acetone, yellow crystals of melting point 134°-135° C. are obtained; yield: 37% of theory.

Workup

  1. custom95°-97° C.

Sources & evidence

ORD record
ord-aeae6fcd82d04f3aaad0ba67c05d7052
Source dataset
uspto-grants-1980_02
Patent number
US04190663

Reaction notes

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