Dicyclohexylcarbodiimide → N-(3-pyridyl)-N-[(4-chlorophenyl)methyl]-alpha-(n-butylthio)acetamide

HRID 615873Notes

Reaction equation

HRID 615873 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([NH:7][CH2:8][C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)[CH:2]=1.[CH2:16]([S:20][CH2:21][C:22](O)=[O:23])[CH2:17][CH2:18][CH3:19].C1(N=C=NC2CCCCC2)CCCCC1>ClCCl>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([N:7]([CH2:8][C:9]2[CH:10]=[CH:11][C:12]([Cl:15])=[CH:13][CH:14]=2)[C:22](=[O:23])[CH2:21][S:20][CH2:16][CH2:17][CH2:18][CH3:19])[CH:2]=1

Participants

5

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 88607(Butylthio)acetic acidHCID 10036347N-(4-Chlorobenzyl)pyridin-3-amine

Product 1

HCID 13652434N-(3-pyridyl)-N-[(4-chlorophenyl)methyl]-alpha-(n-butylthio)acetamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

N-(3-pyridyl)-N-[(4-chlorophenyl)methyl]-α-(n-butylthio)acetamide was prepared by reacting 5.0 g. of N-(3-pyridyl)-[(4-chlorophenyl)methyl]amine with 3.5 g. of α-(n-butylthio)acetic acid and 5.0 g. of N,N'-dicyclohexylcarbodiimide in 100 ml. of dichloromethane according to the method of Example 2. Weight collected was 3.9 g as an oil.

Workup

  1. customWeight collected

Sources & evidence

ORD record
ord-757d8eb17b524bae9ec53b7e29a69c27
Source dataset
uspto-grants-1985_02
Patent number
US04501746

Reaction notes

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