Sodium Hydroxide → HCID 86735517, compound

HRID 1678887Notes

Reaction equation

HRID 1678887 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N:10]1[CH2:15][CH2:14][N:13]([CH2:16][CH2:17][N:18]2[C:27](=O)[C:26]3[CH:29]=[CH:30][CH:31]=[C:24]4[C:25]=3[C:20](=[CH:21][CH:22]=[CH:23]4)[C:19]2=O)[CH2:12][CH2:11]1>>[Cl:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N:10]1[CH2:11][CH2:12][N:13]([CH2:16][CH2:17][N:18]2[CH2:27][C:26]3[CH:29]=[CH:30][CH:31]=[C:24]4[C:25]=3[C:20](=[CH:21][CH:22]=[CH:23]4)[CH2:19]2)[CH2:14][CH2:15]1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 20364513HCID 20364513, compound

Product 1

HCID 86735517HCID 86735517, compound

Procedure

Following the procedure of example 88(a) but substituting 5.2 g. (0.026 mole) of 1-(o-chlorophenyl)piperazine for the N-phenylpiperazine, one obtains the hydrochloride salt of 2-[2-[4-(2-chlorophenyl)-1-piperazinyl]ethyl]-1H-benz[de]-isoquinoline-1,3(2H)-dione. This salt is neutralized with aqueous sodium hydroxide and extracted with chloroform. The chloroform solution is dried (Na2SO4), concentrated to 200 ml. and allowed to stand open to the air. The product slowly crystallizes and is removed by filtration. Drying at 50° (60 mm.) overnight yields 4 g. of 2-[2-[4-(2-chlorophenyl)-1-piperazinyl]ethyl]-1H-benz[de]isoquinoline-1,3(2H)-dione; m.p. 213°-214°.

Workup

  1. extractionextracted with chloroform
  2. dry with materialThe chloroform solution is dried (Na2SO4)
  3. concentrationconcentrated to 200 ml
  4. customThe product slowly crystallizes
  5. customis removed by filtration
  6. customDrying at 50° (60 mm.) overnight
  7. customyields 4 g

Sources & evidence

ORD record
ord-b720117ef6ce425dbab6573547728ac0
Source dataset
uspto-grants-1978_03
Patent number
US04077958

Reaction notes

Loading…