Potassium Iodide → HCID 21500286, compound

HRID 1729821Notes

Reaction equation

HRID 1729821 reaction equation
Cl[CH2:2][CH2:3][CH2:4][CH:5]([C:12]1[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[Cl:19][C:20]1[CH:35]=[CH:34][C:23]2[N:24]([CH:28]3[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]3)[C:25](=[O:27])[NH:26][C:22]=2[CH:21]=1.C(=O)([O-])[O-].[Na+].[Na+].[I-].[K+]>O.CC(C)CC(=O)C>[Cl:19][C:20]1[CH:35]=[CH:34][C:23]2[N:24]([CH:28]3[CH2:29][CH2:30][N:31]([CH2:2][CH2:3][CH2:4][CH:5]([C:12]4[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=4)[C:6]4[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=4)[CH2:32][CH2:33]3)[C:25](=[O:27])[NH:26][C:22]=2[CH:21]=1

Participants

7

Reactant 4

HCID 4875Potassium IodideHCID 10340Sodium CarbonateHCID 1029761-(4-Chloro-1-phenylbutyl)-4-fluorobenzeneHCID 1046075-Chloro-1,3-dihydro-1-(4-piperidinyl)-2H-benzimidazol-2-one

Product 1

HCID 21500286HCID 21500286, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 7909Methyl Isobutyl KetoneSolvent

Procedure

A mixture of 7.85 parts of 1-chloro-4-(4-fluorophenyl)-4-phenylbutane, 6.3 parts of 5-chloro-1-(4-piperidyl)-2-benzimidazolinone, 6.35 parts of sodium carbonate, 0.1 parts of potassium iodide and 200 parts of 4-methyl-2-pentanone is stirred and refluxed for 48 hours with water-separator. The reaction mixture is cooled to room temperature and water is added. The organic layer is separated, dried, filtered and evaporated. The residue is crystallized from 4-methyl-2-pentanone, yielding 5-chloro-1-{1-[4-(4-fluorophenyl)-4-phenyl-butyl]-4-piperidinyl}-1,3-dihydro-2H-benzimidazol-2-one; mp. 182.9° C.

Workup

  1. customThe organic layer is separated
  2. customdried
  3. filtrationfiltered
  4. customevaporated
  5. customThe residue is crystallized from 4-methyl-2-pentanone

Sources & evidence

ORD record
ord-47e4debbf4ae4199922128252c9caf23
Source dataset
uspto-grants-1976_11
Patent number
US03989707

Reaction notes

Loading…