Hydrazine → HCID 19917001, compound

HRID 2254471Notes

Reaction equation

HRID 2254471 reaction equation
[CH3:1][C:2]([CH3:30])([CH3:29])[C:3]#[C:4]/[CH:5]=[CH:6]/[CH2:7][N:8]([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([N:18]2C(=O)C3=CC=CC=C3C2=O)[CH:13]=1)[CH2:9][CH3:10].NN>C(O)C>[CH3:29][C:2]([CH3:1])([CH3:30])[C:3]#[C:4]/[CH:5]=[CH:6]/[CH2:7][N:8]([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([NH2:18])[CH:13]=1)[CH2:9][CH3:10]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 19744709(E)-N-(6,6-dimethyl-2-hepten-4-ynyl)-N-ethyl-3-phthalimidobenzylamine

Product 1

HCID 19917001HCID 19917001, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

150 mg of the resulting benzylamine compound was dissolved in 5 ml of ethanol, and 23 mg of hydrazine was added. The mixture was stirred at room temperature for 30 minutes. The precipitate was separated by filtration, and the solvent was evaporated. The residue was distributed between methylene chloride and water. The organic layer was worked up in a customary manner and purified by silica gel column chromatography [Wakogel C-100, 5 g; eluting solvent: hexane/ethyl acetate=10/1→3/1] to give 95 mg (yield 95%) of the captioned compound as a pale yellow crystalline powder, m.p. 65°-66 ° C.

Workup

  1. customThe precipitate was separated by filtration
  2. customthe solvent was evaporated
  3. custompurified by silica gel column chromatography [Wakogel C-100, 5 g; eluting solvent: hexane/ethyl acetate=10/1→3/1]

Sources & evidence

ORD record
ord-91902ca3635e4c3a89bdaaa3e4b59bdb
Source dataset
uspto-grants-1993_08
Patent number
US05234946

Reaction notes

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