Hydrazine hydrate (1:1) → HCID 10330531, compound

HRID 1262872Notes

Reaction equation

HRID 1262872 reaction equation
[Cl:1]/[CH:2]=[C:3](/[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)\[CH2:4][N:5]1C(=O)C2=CC=CC=C2C1=O.O.NN>CO>[C:16]1(/[C:3](=[CH:2]/[Cl:1])/[CH2:4][NH2:5])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 13320097HCID 13320097, compound

Product 1

HCID 10330531HCID 10330531, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(Z)-1-Chloro-2-phenyl-3-phthalimidopropene (450 mg) is treated as described in Example 14 with hydrazine hydrate (85 mg) in methanol (6 ml). Hydrolysis with 50% aqueous hydrochloric acid (4 ml) and recrystallization of the product from ethanol/diethyl ether gives (Z)-2-phenyl-3-chloroallyl amine as the hydrochloride (142 mg): colorless needles; m.p. 156°-157°;

Workup

  1. customHydrolysis
  2. customwith 50% aqueous hydrochloric acid (4 ml) and recrystallization of the product from ethanol/diethyl ether

Sources & evidence

ORD record
ord-41874cb2e6a345e8b77b193351f73fd1
Source dataset
uspto-grants-1984_06
Patent number
US04454158

Reaction notes

Loading…