N~1~-Benzyl-4-chlorobenzene-1,2-diamine → HCID 12891465, compound

HRID 1856555Notes

Reaction equation

HRID 1856555 reaction equation
[N:1]([CH:4]1[CH2:9][CH2:8][N:7]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH2:6][CH2:5]1)=[C:2]=[S:3].[Cl:15][C:16]1[CH:17]=[C:18]([NH2:30])[C:19]([NH:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[CH:20][CH:21]=1>O1CCCC1>[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([NH:22][CH2:23][C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)=[C:18]([NH:30][C:2]([NH:1][CH:4]2[CH2:9][CH2:8][N:7]([C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH2:6][CH2:5]2)=[S:3])[CH:17]=1

Participants

4

Reactant 2

HCID 2385942N~1~-Benzyl-4-chlorobenzene-1,2-diamineHCID 3018454Ethyl 4-isothiocyanatopiperidine-1-carboxylate

Product 1

HCID 12891465HCID 12891465, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 10.6 parts of ethyl 4-isothiocyanato-1-piperidinecarboxylate, 11.6 parts of 4-chloro-N1 -(phenylmethyl)-1,2-benzenediamine and 90 parts of tetrahydrofuran is stirred overnight at room temperature. The reaction mixture is evaporated, yielding 21 parts (100%) of ethyl 4-[{[{5-chloro-2-[(phenylmethyl)amino]phenyl}amino]thioxomethyl}amino]-1-piperidinecarboxylate; mp. 162° C.

Workup

  1. customThe reaction mixture is evaporated

Sources & evidence

ORD record
ord-216b2999ad6c487aa610b0ae466c9bc8
Source dataset
uspto-grants-1980_08
Patent number
US04219559

Reaction notes

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