Ammonium Hydroxide → HCID 21525722, compound

HRID 1658840Notes

Reaction equation

HRID 1658840 reaction equation
[ClH:1].[N:2]1([CH2:8][CH2:9][CH2:10][C:11](=O)[CH3:12])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.Cl.N[N:16]1[C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=2[CH2:20][CH2:19][C:18]2[CH:27]=[CH:28][CH:29]=[CH:30][C:17]1=2.[OH-].[NH4+]>C(O)(C)C>[ClH:1].[N:2]1([CH2:8][CH2:9][C:10]2[C:30]3[C:17]4=[C:18]([CH:27]=[CH:28][CH:29]=3)[CH2:19][CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[N:16]4[C:11]=2[CH3:12])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

5

Reactant 3

HCID 14923Ammonium HydroxideHCID 1089875-(Piperidin-1-yl)pentan-2-one--hydrogen chloride (1/1)HCID 12268147HCID 12268147, compound

Product 1

HCID 21525722HCID 21525722, compoundYield 39.7%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A solution of 5-piperidino-2-pentanone hydrochloride (3.4g.) and 5-amino-10,11-dihydro-5H-dibenz[b,f]azepine hydrochloride (4.2g.) in isopropyl alcohol (50 ml.) was warmed on a steam bath in a nitrogen atmosphere for thirty minutes, cooled and treated with concentrated ammonium hydroxide. The resulting mixture was extracted with ether and the ether extract was washed with water and dried. The resulting solution in ether of the free base 2-(2-piperidinoethyl)-1-methyl-6,7-dihydroindolo[1,7-ab][1]benzazepine was treated with ethanolic hydrogen chloride. The precipitate was collected and a suspension thereof in acetone-isopropyl alcohol was heated, cooled, filtered and recrystallized from methyl alcohol to give 2-(2-piperidinoethyl)-1-methyl-6,7-dihydroindolo[1,7-ab][1]benzazepine hydrochloride (2.5g.), m.p. 291°-293°C.

Workup

  1. temperaturecooled
  2. extractionThe resulting mixture was extracted with ether
  3. extractionthe ether extract
  4. washwas washed with water
  5. customdried
  6. additionThe resulting solution in ether of the free base 2-(2-piperidinoethyl)-1-methyl-6,7-dihydroindolo[1,7-ab][1]benzazepine was treated with ethanolic hydrogen chloride
  7. customThe precipitate was collected
  8. temperaturea suspension thereof in acetone-isopropyl alcohol was heated
  9. temperaturecooled
  10. filtrationfiltered
  11. customrecrystallized from methyl alcohol

Sources & evidence

ORD record
ord-0913819ece22428c9811ebdb35373547
Source dataset
uspto-grants-1976_06
Patent number
US03966762

Reaction notes

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