Potassium Iodide → HCID 21500266, compound

HRID 1729816Notes

Reaction equation

HRID 1729816 reaction equation
Cl[CH2:2][CH2:3][CH2:4][CH:5]([C:13]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=1)[C:6]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][CH:7]=1.[CH3:20][C:21]1[CH:36]=[CH:35][C:24]2[N:25]([CH:29]3[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]3)[C:26](=[O:28])[NH:27][C:23]=2[CH:22]=1.C(=O)([O-])[O-].[Na+].[Na+].[I-].[K+]>CC(C)CC(=O)C>[CH3:2][CH:3]([O-:28])[CH3:4].[F:12][C:9]1[CH:10]=[CH:11][C:6]([CH:5]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[CH2:4][CH2:3][CH2:2][N:32]2[CH2:31][CH2:30][CH:29]([N:25]3[C:24]4[CH:35]=[CH:36][C:21]([CH3:20])=[CH:22][C:23]=4[NH:27][C:26]3=[O:28])[CH2:34][CH2:33]2)=[CH:7][CH:8]=1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 10340Sodium CarbonateHCID 768201,1'-(4-Chlorobutylidene)bis(4-fluorobenzene)HCID 13792103HCID 13792103, compound

Product 1

HCID 21500266HCID 21500266, compound

Reagents, catalysts & solvents 1

HCID 7909Methyl Isobutyl KetoneSolvent

Procedure

A mixture of 7.6 parts of 1-chloro-4,4-bis(4-fluorophenyl)butane, 4.6 parts of 1,3-dihydro-5-methyl-1-(4-piperidinyl)-2H-benzimidazol-2-one, 10 parts of sodium carbonate, 0.1 parts of potassium iodide and 80 parts of 4-methyl-2-pentanone is stirred and refluxed overnight. The reaction mixture is cooled and poured onto water, whereupon the product is precipitated. It is filtered off, boiled in 2-propanol and treated with activated charcoal. The latter is filtered off and the product is allowed to crystallize from the filtrate, yielding 1-{1-[4,4-bis(4-fluorophenyl)butyl]-4-piperidinyl}-1,3-dihydro-5-methyl-2H-benzimidazol-2-one 2-propanolate; mp. 190 ° C.

Workup

  1. temperaturerefluxed overnight
  2. temperatureThe reaction mixture is cooled
  3. additionpoured onto water, whereupon the product
  4. customis precipitated
  5. filtrationIt is filtered off
  6. additiontreated with activated charcoal
  7. filtrationThe latter is filtered off
  8. customto crystallize from the filtrate

Sources & evidence

ORD record
ord-31283ecf2daa4e67bf7a6313b246aaf5
Source dataset
uspto-grants-1976_11
Patent number
US03989707

Reaction notes

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