Acetone → HCID 12271967, compound

HRID 1732764Notes

Reaction equation

HRID 1732764 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.[OH:19][CH2:20][CH2:21][N:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1.CC(C)=O>C(Cl)(Cl)Cl>[F:1][C:2]1[C:17]([Cl:18])=[CH:16][C:5]2[CH:6]([N:25]3[CH2:26][CH2:27][N:22]([CH2:21][CH2:20][OH:19])[CH2:23][CH2:24]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

5

Reactant 3

HCID 180AcetoneHCID 76771-(2-Hydroxyethyl)piperazineHCID 12271960HCID 12271960, compound

Product 1

HCID 12271967HCID 12271967, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

A mixture of 7-fluoro-8,10-dichloro-10,11-dihydrodibenzo(b,f)thiepine (the preparation of which is described in Example 19) (4.5 g), 1-(2-hydroxyethyl)piperazine (4.1 g) and chloroform (5 ml) was refluxed for 7.5 hours. The reaction mixture was then diluted with chloroform (50 ml) and the solution washed with water. The chloroform was evaporated the residue dissolved in benzene (200 ml) and the solution shaken with 3 N-HCl (60 ml). The separated hydrochloride was filtered, suspended in the aqueous layer of the filtrate and the suspension made basic with ammonium hydroxide. The liberated base was taken up in chloroform and isolated as usual; m.p. 150°-152° C. (acetone), yield 4.8 g (81%).

Workup

  1. customthe preparation of which
  2. temperaturewas refluxed for 7.5 hours
  3. washthe solution washed with water
  4. customThe chloroform was evaporated the residue
  5. dissolutiondissolved in benzene (200 ml)
  6. filtrationThe separated hydrochloride was filtered
  7. customisolated as usual

Sources & evidence

ORD record
ord-d8ec3d8408714008af0802624904d8a3
Source dataset
uspto-grants-1980_12
Patent number
US04238611

Reaction notes

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