Benzhydrylpiperazine → N,4-dibenzhydrylpiperazine-1-carboxamide

HRID 2224106Notes

Reaction equation

HRID 2224106 reaction equation
[C:1]1([CH:7]([N:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:20]1([CH:26]([N:33]=[C:34]=[O:35])[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>C(Cl)Cl>[CH:26]([NH:33][C:34]([N:17]1[CH2:16][CH2:15][N:14]([CH:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH2:19][CH2:18]1)=[O:35])([C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

4

Reactant 2

HCID 70048BenzhydrylpiperazineHCID 4250935(Isocyanatomethylene)dibenzene

Product 1

HCID 10115592N,4-dibenzhydrylpiperazine-1-carboxamideYield 80%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of diphenylmethyl piperazine (0.3 g, 1.18 mmol) in dry CH2Cl2 (10 ml) was added diphenylmethyl isocyanate (0.22 ml, 1.18 mmol) drop wise under nitrogen. The resulting mixture was stirred at room temperature over night. Removal of solvent under reduced pressure followed by column chromatography using hexane:ethyl acetate (3:1) gives the desired product in 80% yield.

Workup

  1. customRemoval of solvent under reduced pressure

Sources & evidence

ORD record
ord-c6a61814d024477da3ff1fb268eb9808
Source dataset
uspto-grants-2008_05
Patent number
US07378420B2

Reaction notes

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