Hydrochloric Acid → N-[2-(1-naphthyl)-2-(methoxycarbonyl)ethyl]-N'-propylurea

HRID 37288

Reaction equation

[CH2:1]([N:4]=[C:5]=[O:6])[CH2:2][CH3:3].Cl.[C:8]1([CH:18]([C:21]([O:23][CH3:24])=[O:22])[CH2:19][NH2:20])[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=[CH:10][CH:9]=1.Cl>N1C=CC=CC=1>[C:8]1([CH:18]([C:21]([O:23][CH3:24])=[O:22])[CH2:19][NH:20][C:5]([NH:4][CH2:1][CH2:2][CH3:3])=[O:6])[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=[CH:10][CH:9]=1

Participants

Conditions

Temperature: 80 °C

Procedure

0.011 mol of propyl isocyanate is added dropwise and with magnetic stirring to a suspension of 0.01 mol of 2-(1-naphthyl)-2-(methoxycarbonyl)ethylamine hydrochloride, obtained in stage B of Example 11, in 5 cm3 of pyridine. The reaction medium is stirred for 1 hour at a temperature of 80° C. and then poured into ice-cold water. The mixture is acidified with 1N hydrochloric acid solution. The precipitate formed is drained, washed with water, dried and then recrystallized in a toluene/cyclohexane mixture.

Workup

additionpoured into ice-cold water
customThe precipitate formed
washwashed with water
customdried
customrecrystallized in a toluene/cyclohexane mixture

Sources & evidence

ORD record: ord-ad69d7ccdf8a44a18f874ef8d8f28ce9
Source dataset: uspto-grants-1995_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05420158

Linked notes

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