1-Piperazinecarboxylic acid, ethyl ester → HCID 12947376, compound

HRID 435673Notes

Reaction equation

HRID 435673 reaction equation
[Cl:1][C:2]1[CH:17]=[CH:16][C:5]2[S:6][C:7]3[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=3[CH:9](Cl)[CH2:10][C:4]=2[CH:3]=1.[C:18]([N:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1)([O:20][CH2:21][CH3:22])=[O:19]>C(Cl)(Cl)Cl.O>[C:18]([N:23]1[CH2:28][CH2:27][N:26]([CH:9]2[C:8]3[CH:12]=[CH:13][CH:14]=[CH:15][C:7]=3[S:6][C:5]3[CH:16]=[CH:17][C:2]([Cl:1])=[CH:3][C:4]=3[CH2:10]2)[CH2:25][CH2:24]1)([O:20][CH2:21][CH3:22])=[O:19]

Participants

5

Reactant 2

HCID 84311-Piperazinecarboxylic acid, ethyl esterHCID 12947375HCID 12947375, compound

Product 1

HCID 12947376HCID 12947376, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6212ChloroformSolvent2×

Procedure

100 g of 2,10-dichloro-10,11-dihydro-dibenzo[b,f]thiepin in 300 ml of chloroform are heated at reflux for 24 hours together with 182 g of 1-carbethoxy-piperazine. The mixture is then diluted with chloroform and water. The organic phase is washed several times with water and dried over magnesium sulphate. After filtration, the filtrate is concentrated under reduced pressure and the residue crystallised from acetone/hexane. There is obtained 1-carbethoxy-4-(2-chloro-10,11-dihydro-dibenzo[b,f]thiepin-10-yl)-piperazine of melting point 92°-93° C.

Workup

  1. washThe organic phase is washed several times with water
  2. dry with materialdried over magnesium sulphate
  3. filtrationAfter filtration
  4. concentrationthe filtrate is concentrated under reduced pressure
  5. customthe residue crystallised from acetone/hexane

Sources & evidence

ORD record
ord-a565798dd05b4b0881345506e563325e
Source dataset
uspto-grants-1977_02
Patent number
US04006144

Reaction notes

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