Hydrochloric Acid → 10-[2-(Diethylamino)ethyl]-5-ethyl-10,11-dihydro-5H-dibenzo[b,f]azepine-10-carbonitrile--hydrogen chloride (1/1)

HRID 1287597Notes

Reaction equation

HRID 1287597 reaction equation
[CH2:1]([N:3]([CH2:25][CH3:26])[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)[CH3:2].[ClH:27]>CC(O)C>[ClH:27].[CH2:25]([N:3]([CH2:1][CH3:2])[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)[CH3:26]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 431312HCID 431312, compound

Product 1

HCID 1231858310-[2-(Diethylamino)ethyl]-5-ethyl-10,11-dihydro-5H-dibenzo[b,f]azepine-10-carbonitrile--hydrogen chloride (1/1)

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Procedure

A solution of 10 parts of 10-[2-(diethylamino)ethyl]-5-ethyl-10,11-dihydro-5H-dibenz[b,f]azepine-10-carbonitrile in a minimal amount of 2-propanol is acidified with approximately 20% hydrogen chloride dissolved in 2-propanol. Precipitation occurs. Sufficient anhydrous ether is introduced to ensure completion of the precipitation, whereupon the insoluble solids are filtered off, washed with anhydrous ether, dried in air, and recrystallized from absolute ethanol to give 10-[2-(diethylamino)ethyl]-5-ethyl-10,11-dihydro-5H-dibenz[b,f]azepine-10-carbonitrile hydrochloride as a colorless solid melting at 211°-214°.

Workup

  1. customPrecipitation
  2. additionSufficient anhydrous ether is introduced
  3. customcompletion of the precipitation
  4. filtrationwhereupon the insoluble solids are filtered off
  5. washwashed with anhydrous ether
  6. customdried in air
  7. customrecrystallized from absolute ethanol

Sources & evidence

ORD record
ord-9a919ac77ff0481eaddc69352670ca13
Source dataset
uspto-grants-1976_10
Patent number
US03985730

Reaction notes

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