1-Methylpiperazine → HCID 3045486, compound

HRID 1732762Notes

Reaction equation

HRID 1732762 reaction equation
[F:1][C:2]1[C:17]([Cl:18])=[CH:16][C:5]2[CH:6](Cl)[CH2:7][C:8]3[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=3[S: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>[F:1][C:2]1[C:17]([Cl:18])=[CH:16][C:5]2[CH:6]([N:23]3[CH2:24][CH2:25][N:20]([CH3:19])[CH2:21][CH2:22]3)[CH2:7][C:8]3[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=3[S:10][C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 12271960HCID 12271960, compound

Product 1

HCID 3045486HCID 3045486, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A mixture of 7-fluoro-8,10-dichloro-10,11-dihydrodibenzo(b,f)thiepine (7.48 g), 1-methylpiperazine (5.2 ml) and chloroform (7 ml) was refluxed for 7 hours. The chloroform was evaporated and the residue taken up in water (20 ml) and benzene (80 ml). The benzene solution was washed with water and shaken with 3 N-HCl (100 ml). The separated hydrochloride was filtered and added to the aqueous layer of the filtrate. The resulting suspension was made alkaline with ammonium hydroxide and the liberated base taken up in benzene. The desired product, m.p. 105°-107° C. (acetone), was obtained in 74% yield (6.66 g). Its neutralization with maleic acid in ethanol, followed by addition of ether, yielded the crystalline maleate, m.p. 168°-169° C. (ethanol).

Workup

  1. temperaturewas refluxed for 7 hours
  2. customThe chloroform was evaporated
  3. washThe benzene solution was washed with water
  4. filtrationThe separated hydrochloride was filtered
  5. additionadded to the aqueous layer of the filtrate

Sources & evidence

ORD record
ord-766f399a2fdd4d1bbabc46f59866e7a3
Source dataset
uspto-grants-1980_12
Patent number
US04238611

Reaction notes

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