1-Methylpiperazine → HCID 21541238, compound

HRID 1075827Notes

Reaction equation

HRID 1075827 reaction equation
[Cl:1][C:2]1[CH:18]=[CH:17][C:5]2[S:6][C:7]3[CH:15]=[C:14]([CH3:16])[CH:13]=[CH:12][C:8]=3[CH:9](Cl)[CH2:10][C:4]=2[CH:3]=1.[CH3:19][N:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1>C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:18]=[CH:17][C:5]2[S:6][C:7]3[CH:15]=[C:14]([CH3:16])[CH:13]=[CH:12][C:8]=3[CH:9]([N:23]3[CH2:24][CH2:25][N:20]([CH3:19])[CH2:21][CH2:22]3)[CH2:10][C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 21416161HCID 21416161, compound

Product 1

HCID 21541238HCID 21541238, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

12 G. of 2,10-dichloro-10,11-dihydro-7-methyl-dibenzo[b,f]-thiepin and 12.4 g. of N-methylpiperazine are dissolved in 310 ml. of chloroform and the solution heated at reflux for 16 hours. The cooled solution is washed with 2N sodium hydroxide and water. The organic phase is decanted and extracted with a dilute methanesulfonic acid solution. The acid solution is made alkaline earth sodium hydroxide and the oil that separates is taken up in ether. The organic phase is washed with water, dried over magnesium sulfate and concentrated under vacuum, and there is obtained 1-(2-chloro-10,11-dihydro-7-methyl-dibenzo-[b,f]thiepin-10-yl)-4-methylpiperazine which melts at 136°-137.5°C. This base is converted into the dimethanesulfonate by reaction with methanesulfonic acid.

Workup

  1. temperatureat reflux for 16 hours
  2. washThe cooled solution is washed with 2N sodium hydroxide and water
  3. customThe organic phase is decanted
  4. extractionextracted with a dilute methanesulfonic acid solution
  5. washThe organic phase is washed with water
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-b0ef8b18871441d8b67829a31b0ba11d
Source dataset
uspto-grants-1976_05
Patent number
US03954769

Reaction notes

Loading…