1-Methylhomopiperazine → 1-[2-(2-Imidazolylmethyl)phenylcarbamoyl]-4-methylhomopiperazine

HRID 1462442Notes

Reaction equation

HRID 1462442 reaction equation
[N:1]1[CH:2]=[CH:3][N:4]2[C:10]=1[CH2:9][C:8]1[CH:11]=[CH:12][CH:13]=[CH:14][C:7]=1[NH:6][C:5]2=[O:15].[CH3:16][N:17]1[CH2:23][CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1>C(Cl)Cl>[NH:4]1[CH:3]=[CH:2][N:1]=[C:10]1[CH2:9][C:8]1[CH:11]=[CH:12][CH:13]=[CH:14][C:7]=1[NH:6][C:5]([N:20]1[CH2:21][CH2:22][CH2:23][N:17]([CH3:16])[CH2:18][CH2:19]1)=[O:15]

Participants

4

Reactant 2

HCID 2283491-MethylhomopiperazineHCID 1334492211H-imidazo[1,2-c][1,3]benzodiazepin-5(6H)-one

Product 1

HCID 133449231-[2-(2-Imidazolylmethyl)phenylcarbamoyl]-4-methylhomopiperazine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a suspension of 0.76 g of 11H-imidazo[1,2-c][1,3]-benzodiazepin-5-(6H)-one in 9 ml of methylene chloride is added at once 0.41 g of N-methylhomopiperazine and the mixture is stirred at room temperature for 24 hours. The reaction mixture is filtered and the filtrate is evaporated to dryness. Recrystallization of the residue from methylene chloride-ether gave 1-[2-(2-imidazolylmethyl)phenylcarbamoyl]-4-methylhomopiperazine, the compound of formula VI wherein R1, R2, R4 -R7 are hydrogen, CnH2n is (CH2)3, R3 is methyl and Z is oxygen, melting at 139°-143°.

Workup

  1. filtrationThe reaction mixture is filtered
  2. customthe filtrate is evaporated to dryness
  3. customRecrystallization of the residue from methylene chloride-ether

Sources & evidence

ORD record
ord-b985bc9a70ba4a9586229be48f4faa5e
Source dataset
uspto-grants-1984_07
Patent number
US04460587

Reaction notes

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