1-(2-Methoxyphenyl)piperazine → HCID 67999698, compound

HRID 1622908Notes

Reaction equation

HRID 1622908 reaction equation
N1C2C=CC=CC=2NC1=[O:10].[Cl:11][CH:12]([CH3:24])[CH2:13][C:14]1[CH:23]=[CH:22][C:17]2[NH:18][C:19](=[O:21])[NH:20][C:16]=2[CH:15]=1.[CH3:25][O:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[N:33]1[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]1.C(N(CC)CC)C>C(#N)C>[Cl:11][CH:12]([CH3:24])[CH2:13][C:14]1[CH:23]=[CH:22][C:17]2[NH:18][C:19](=[O:21])[NH:20][C:16]=2[CH:15]=1.[ClH:11].[CH3:25][O:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[N:33]1[CH2:38][CH2:37][N:36]([CH:12]([CH3:24])[C:13]([C:14]2[CH:23]=[CH:22][C:17]3[NH:18][C:19](=[O:21])[NH:20][C:16]=3[CH:15]=2)=[O:10])[CH2:35][CH2:34]1

Participants

7

Reactant 4

HCID 13461-(2-Methoxyphenyl)piperazineHCID 8471TriethylamineHCID 119852-Hydroxy benzimidazoleHCID 68000189HCID 68000189, compound

Product 2

HCID 67999698HCID 67999698, compoundHCID 68000189HCID 68000189, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

5-(2-chloropropyl)-1H-benzimidazol-2-one was prepared from 1H-benzimidazol-2-one according to the synthetic and working-up method of general procedure B. 5-(2-chloropropyl)-1H-benzimidazol-2-one (2.47 g, 0.011 mol) and 2-methoxyphenyl piperazine (1.92 g, 0.01 mol) were dissolved in 100 ml of acetonitrile, and triethylamine (3.04 g, 0.03 mol) was added. A reaction under refluxing was allowed to proceed for 3 hours at an elevated temperature. Working up according to general procedure B gave 3.73 g of 5-(2-(4-(2-methoxy phenyl)piperazin-1-yl)propanoyl)-1H-benzo[d]imidazol-2(3H)-one hydrochloride. The yield was 89.5%.

Workup

  1. customA reaction
  2. temperatureunder refluxing

Sources & evidence

ORD record
ord-623b93de414d403a8f8e8ef4a64bc5e5
Source dataset
uspto-grants-2014_07
Patent number
US08778948B2

Reaction notes

Loading…