p-Toluenesulfonic acid → Ethyl 4-[(2,6-dichlorophenyl)imino]-1-piperidinecarboxylate

HRID 26734

Reaction equation

HRID 26734 reaction equation
O=[C:2]1[CH2:7][CH2:6][N:5]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH2:4][CH2:3]1.[Cl:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([Cl:20])[C:15]=1[NH2:21].CC1C=CC=CC=1C.CC1C=CC(S(O)(=O)=O)=CC=1>O>[Cl:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([Cl:20])[C:15]=1[N:21]=[C:2]1[CH2:7][CH2:6][N:5]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH2:4][CH2:3]1

Participants

6

Reactant 4

HCID 6101p-Toluenesulfonic acidHCID 7237O-XyleneHCID 118462,6-DichloroanilineHCID 34767Ethyl 4-oxo-1-piperidinecarboxylate

Product 1

HCID 23339072Ethyl 4-[(2,6-dichlorophenyl)imino]-1-piperidinecarboxylate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 171 parts of ethyl 4-oxo-1-piperidinecarboxylate, 162 parts of 2,6-dichlorobenzenamine, 800 parts of dimethylbenzene and 1 part of 4-methylbenzenesulfonic acid is stirred and refluxed with water-separator. The reaction mixture is evaporated, yielding 250 parts of ethyl 4-[(2,6-dichlorophenyl)imino]-1-piperidinecarboxylate as a residue.

Workup

  1. customThe reaction mixture is evaporated

Sources & evidence

ORD record
ord-061db61971e845eaa0ab2790f020461f
Source dataset
uspto-grants-1979_04
Patent number
US04151286

Linked notes

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