4-Chlorophenyl isothiocyanate → N-[(1-acetyl-4-piperidinyl)methyl]-N'-(4-chlorophenyl)thiourea

HRID 1761480Notes

Reaction equation

HRID 1761480 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][CH:7]([CH2:10][NH2:11])[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([N:19]=[C:20]=[S:21])=[CH:15][CH:14]=1>O1CCCC1>[C:1]([N:4]1[CH2:5][CH2:6][CH:7]([CH2:10][NH:11][C:20]([NH:19][C:16]2[CH:17]=[CH:18][C:13]([Cl:12])=[CH:14][CH:15]=2)=[S:21])[CH2:8][CH2:9]1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 164804-Chlorophenyl isothiocyanateHCID 126870221-(4-(Aminomethyl)piperidin-1-yl)ethan-1-one

Product 1

HCID 14048939N-[(1-acetyl-4-piperidinyl)methyl]-N'-(4-chlorophenyl)thioureaYield 99.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 3.1 parts of 1-acetyl-4-piperidinemethanamine, 3.4 parts of 1-chloro-4-isothiocyanatobenzene and 90 parts of tetrahydrofuran was stirred for 3 hours at room temperature. The reaction mixture was evaporated, yielding 6.5 parts (99.7%) of N-[(1-acetyl-4-piperidinyl)methyl]-N'-(4-chlorophenyl)thiourea as a residue (intermediate 14).

Workup

  1. customThe reaction mixture was evaporated

Sources & evidence

ORD record
ord-2aefb7d5236d4dc084f8d6efed3d39d6
Source dataset
uspto-grants-1989_05
Patent number
US04826848

Reaction notes

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