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

HRID 2164812Notes

Reaction equation

HRID 2164812 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-d08fd3aa1ae743069cc9f84fbaa6e457
Source dataset
uspto-grants-1985_03
Patent number
US04507311

Reaction notes

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