Benzhydrylpiperazine → N,4-dibenzhydrylpiperazine-1-carboxamide

HRID 1443028Notes

Reaction equation

HRID 1443028 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-4452358e933c4c319b35b8e449762168
Source dataset
uspto-grants-2010_02
Patent number
US07659395B2

Reaction notes

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