Hydrochloric Acid → HCID 13320108, compound

HRID 1262873Notes

Reaction equation

HRID 1262873 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.Cl>CO>[ClH:1].[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

5

Reactant 3

HCID 313Hydrochloric AcidHCID 24654Hydrazine hydrate (1:1)HCID 13320096HCID 13320096, compound

Product 1

HCID 13320108HCID 13320108, compoundYield 99.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(E)-1-Chloro-2-phenyl-3-phthalimidopropene (445 mg) is treated as described for the Z-isomer with hydrazine hydrate (85 mg) in methanol (6 ml). Hydrolysis with 50% aqueous hydrochloric acid gives (E)-2-phenyl-3-chloroallylamine hydrochloride (152 mg): colorless needles; m.p. 185°-186°;

Sources & evidence

ORD record
ord-a65dec4dc84145d79651b576c304d4a3
Source dataset
uspto-grants-1984_06
Patent number
US04454158

Reaction notes

Loading…