Piperidine → 2,5-Bis-(m-chloroanilino)-terephthalic acid diethyl ester

HRID 1703632

Reaction equation

HRID 1703632 reaction equation
[CH2:1]([O:3][C:4](=[O:32])[CH:5]1[CH:15]=[C:14]([NH:16][C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([Cl:23])[CH:18]=2)[C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:7][CH:6]1[NH:24][C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([Cl:31])[CH:26]=1)[CH3:2].ClC1C=C([N+]([O-])=O)C=CC=1.N1CCCCC1>C(O)(=O)C>[CH2:1]([O:3][C:4](=[O:32])[C:5]1[CH:15]=[C:14]([NH:16][C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([Cl:23])[CH:18]=2)[C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:7][C:6]=1[NH:24][C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([Cl:31])[CH:26]=1)[CH3:2]

Participants

5

Reactant 3

HCID 8082PiperidineHCID 84891-Chloro-3-nitrobenzeneHCID 70626245HCID 70626245, compound

Product 1

HCID 539781382,5-Bis-(m-chloroanilino)-terephthalic acid diethyl ester

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

20 parts of 2,5-bis-(m-chloroanilino)-dihydroterephthalic acid diethyl ester are oxidized by heating for three hours to 125° to 130° C. with 40 parts of m-chloronitrobenzene, with addition of 2 parts of glacial acetic acid and 0.6 part of piperidine. The 2,5-bis-(m-chloroanilino)-terephthalic acid diethyl ester is obtained having a content of chlorine of 14.7% (calculated: 15.0%).

Sources & evidence

ORD record
ord-0127c15869904edebf5ec217e4309f75
Source dataset
uspto-grants-1978_11
Patent number
US04124768

Linked notes

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