Potassium Iodide → HCID 20288043, compound

HRID 126872Notes

Reaction equation

HRID 126872 reaction equation
Cl[CH2:2][CH2:3][N:4]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[NH:6][C:5]1=[O:13].Cl.[CH3:15][O:16][C:17]1[CH:22]=[CH:21][C:20]([C:23](=[O:31])[CH2:24][CH:25]2[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]2)=[CH:19][CH:18]=1.C(=O)([O-])[O-].[Na+].[Na+].[I-].[K+]>CC(C)CC(=O)C>[CH3:15][O:16][C:17]1[CH:22]=[CH:21][C:20]([C:23](=[O:31])[CH2:24][CH:25]2[CH2:26][CH2:27][N:28]([CH2:2][CH2:3][N:4]3[C:8]4[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=4[NH:6][C:5]3=[O:13])[CH2:29][CH2:30]2)=[CH:19][CH:18]=1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 10340Sodium CarbonateHCID 36534711-(2-Chloroethyl)-1,3-dihydro-2H-benzimidazol-2-oneHCID 20288060HCID 20288060, compound

Product 1

HCID 20288043HCID 20288043, compoundYield 36.5%

Reagents, catalysts & solvents 1

HCID 7909Methyl Isobutyl KetoneSolvent

Procedure

A mixture of 3.92 parts of 1-(2-chloroethyl)-1,3-dihydro-2H-benzimidazol-2-one, 5.4 parts of 1-(4-methoxyphenyl)-2-(4-piperidinyl)ethanone hydrochloride, 5.3 parts of sodium carbonate, 0.1 parts of potassium iodide and 200 parts of 4-methyl-2-pentanone is distilled azeotropically to dry overnight. After cooling, the precipitated product is filtered off, washed with water and dissolved in trichloromethane. The latter is dried, filtered and evaporated. The residue is crystallized from 2-propanol, yielding 2.9 parts (36.5%) of 1,3-dihydro-1-[2-[4-[2-(4-methoxyphenyl)-2-oxoethyl]-1-piperidinyl]ethyl]-2H-benzimidazol-2-one; mp. 155.9° C.

Workup

  1. distillationis distilled azeotropically
  2. customto dry overnight
  3. temperatureAfter cooling
  4. filtrationthe precipitated product is filtered off
  5. washwashed with water
  6. dissolutiondissolved in trichloromethane
  7. customThe latter is dried
  8. filtrationfiltered
  9. customevaporated
  10. customThe residue is crystallized from 2-propanol

Sources & evidence

ORD record
ord-7f6c6cf8037c40eaa3c1deeabc217f1b
Source dataset
uspto-grants-1981_03
Patent number
US04254127

Reaction notes

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