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

HRID 1462175Notes

Reaction equation

HRID 1462175 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 was added at once 0.41 g of N-methylhomopiperazine and the mixture was stirred at room temperature for 24 hours. The reaction mixture was filtered and the filtrate was 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 was filtered
  2. customthe filtrate was evaporated to dryness
  3. customRecrystallization of the residue from methylene chloride-ether

Sources & evidence

ORD record
ord-719072af34ef4e06a5bf23cf9451a16b
Source dataset
uspto-grants-1984_07
Patent number
US04459232

Reaction notes

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