HCID 22767879, compound → HCID 22767919, compound

HRID 437831Notes

Reaction equation

HRID 437831 reaction equation
Cl[CH:2]1[C:8]2[CH:9]=[C:10]([S:13][CH3:14])[CH:11]=[CH:12][C:7]=2[O:6][C:5]2[CH:15]=[CH:16][C:17]([CH3:19])=[CH:18][C:4]=2[CH2:3]1.[N:20]1([CH2:26][CH2:27][N:28]2[CH2:33][CH2:32][CH2:31][CH2:30][C:29]2=[O:34])[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1>C(Cl)(Cl)Cl>[CH3:19][C:17]1[CH:16]=[CH:15][C:5]2[O:6][C:7]3[CH:12]=[CH:11][C:10]([S:13][CH3:14])=[CH:9][C:8]=3[CH:2]([N:23]3[CH2:24][CH2:25][N:20]([CH2:26][CH2:27][N:28]4[CH2:33][CH2:32][CH2:31][CH2:30][C:29]4=[O:34])[CH2:21][CH2:22]3)[CH2:3][C:4]=2[CH:18]=1

Participants

4

Reactant 2

HCID 22767879HCID 22767879, compoundHCID 22767948HCID 22767948, compound

Product 1

HCID 22767919HCID 22767919, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution of 3 g. of 10-chloro-10,11-dihydro-2-methyl-8-methylthio-dibenz[ b,f]oxepin and 5.73 g. of 1-[2-(1-piperazinyl)-ethyl]-2-piperidone in 18 ml. of chloroform is heated at reflux for 20 hours. The solvent is removed in vacuo. The residue is partitioned between benzene and 10% aqueous sodium carbonate solution. The benzene solution is extracted with dilute hydrochloric acid. The acid-aqueous solution is made alkaline with sodium bicarbonate and extracted with benzene. The benzene extract is washed several times with water, dried, evaporated in vacuo, and there is obtained 1-[2-{4-[10,11-dihydro-2-methyl-8-methylthio-dibenz[b,f]oxepin-10-yl]-1-piperazinyl}-ethyl]-2-piperidone. The dihydrochloride is prepared in ethanol by the addition of an excess of alcoholic hydrogen chloride. By the addition of ether, there are obtained crystals having a melting point of 183°-185° C. (with decomposition). By re-dissolving the dihydrochloride in water, there is obtained the monohydrochloride having a melting point of 117°-120° C.

Workup

  1. temperatureat reflux for 20 hours
  2. customThe solvent is removed in vacuo
  3. customThe residue is partitioned between benzene and 10% aqueous sodium carbonate solution
  4. extractionThe benzene solution is extracted with dilute hydrochloric acid
  5. extractionextracted with benzene
  6. extractionThe benzene extract
  7. washis washed several times with water
  8. customdried
  9. customevaporated in vacuo

Sources & evidence

ORD record
ord-b743e18a89df40e290f310486ba6ce3f
Source dataset
uspto-grants-1977_06
Patent number
US04032525

Reaction notes

Loading…