Hydrochloric Acid → HCID 12318591, compound

HRID 1287599Notes

Reaction equation

HRID 1287599 reaction equation
[CH3:1][N:2]([CH3:25])[CH2:3][CH2:4][CH2:5][C:6]1([C:23]#[N:24])[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[N:10]([CH2:17][CH3:18])[C:9]2[CH:19]=[CH:20][CH:21]=[CH:22][C:8]=2[CH2:7]1.[ClH:26]>CC(O)C>[ClH:26].[CH3:25][N:2]([CH3:1])[CH2:3][CH2:4][CH2:5][C:6]1([C:23]#[N:24])[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[N:10]([CH2:17][CH3:18])[C:9]2[CH:19]=[CH:20][CH:21]=[CH:22][C:8]=2[CH2:7]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 12318590HCID 12318590, compound

Product 1

HCID 12318591HCID 12318591, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Procedure

Approximately 5 parts of 10-[3-(dimethylamino)propyl]-5-ethyl-10,11-dihydro-5H-dibenz[b,f]azepine-10-carbonitrile is dissolved in minimal 2-propanol and the solution made acid with 20% hydrogen chloride in 2-propanol. A white solid precipitates. Sufficient anhydrous ether is added to insure completion of precipitation, whereupon the solids are filtered out, washed with anhydrous ether, dried in air, and recrystallized from a mixture of absolute ethanol and anhydrous ether to give 10-[3-(dimethylamino)propyl]-5-ethyl-10,11-dihydro-5H-dibenz[b,f]azepine-10-carbonitrile hydrochloride which, dried in vacuo, melts at 220.5°-222°.

Workup

  1. customA white solid precipitates
  2. additionSufficient anhydrous ether is added
  3. customcompletion of precipitation
  4. filtrationwhereupon the solids are filtered out
  5. washwashed with anhydrous ether
  6. customdried in air
  7. customrecrystallized from a mixture of absolute ethanol and anhydrous ether

Sources & evidence

ORD record
ord-655a24765ace41d6b8efd5ed250b5006
Source dataset
uspto-grants-1976_10
Patent number
US03985730

Reaction notes

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