Hydrochloric Acid → 1-(2-Pentylidenehydrazino)-3,4-dihydroisoquinoline

HRID 436433

Reaction equation

HRID 436433 reaction equation
[CH:1](=O)[CH2:2][CH2:3][CH2:4][CH3:5].[NH:7]([C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH2:12][CH2:11][N:10]=1)[NH2:8].Cl>CCOCC>[CH:1](=[N:8][NH:7][C:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH2:12][CH2:11][N:10]=1)[CH2:2][CH2:3][CH2:4][CH3:5]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8063PentanalHCID 123490411-Hydrazinyl-3,4-dihydroisoquinoline

Product 1

HCID 570944031-(2-Pentylidenehydrazino)-3,4-dihydroisoquinoline

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Valeraldehyde (5.14 g.) was added to a refluxing solution of 1-hydrazino-3,4-dihydroisoquinoline (8 g.) in ether (300 ml.). The mixture was allowed to stand (for 45 min.) at room temperature. Ethereal hydrochloric acid was added. Recrystallization of the resulting solid from ethanol-ether gave 1-(2-pentylidenehydrazino)-3,4-dihydroisoquinoline (I: X=CH3 (CH2)3, X'=Y=Y'=Z=Z'=H) hydrochloride in two crops (11.6 g. and 0.2 g., m.p. 147°-148° C.).

Workup

  1. custom(for 45 min.)
  2. customat room temperature
  3. customRecrystallization of the resulting solid from ethanol-ether

Sources & evidence

ORD record
ord-044fc138a3be4b3e90b4e14608d19a88
Source dataset
uspto-grants-1977_02
Patent number
US04009170

Linked notes

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