Sodium Hydroxide → 3-[3-(Diethylamino)phenyl]propanamide
Reaction equation
[CH2:1]([N:3]([CH2:14][CH3:15])[C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][CH:13]=1)[CH2:7][CH2:8][C:9]#[N:10])[CH3:2].[OH-:16].[Na+]>O>[CH2:14]([N:3]([CH2:1][CH3:2])[C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][CH:13]=1)[CH2:7][CH2:8][C:9]([NH2:10])=[O:16])[CH3:15]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
A mixture of 40 parts of 3-diethylamino-hydrocinnamonitrile, 34 parts by volume of 66° Be sulphuric acid and 6 parts of water was heated at 100°-105° C. for an hour. The reaction mixture was then left to cool to about 60° C., then poured on 500 parts of ice. It was neutralized by addition of about 160 parts by volume of a 35° Be solution of sodium hydroxide, while assuring that the temperature of the mixture did not exceed 20° C. After filtering and washing with water, 3-diethylamino-hydrocinnamamide was obtained of the formula: ##STR15## which melted at 59° C.
Workup
- temperaturewas heated at 100°-105° C. for an hour
- waitThe reaction mixture was then left
- additionpoured on 500 parts of ice
- customdid not exceed 20° C
- filtrationAfter filtering
- washwashing with water
Sources & evidence
- ORD record
- ord-43ad45ae9e454cbf9d95b7e1ceffdbd2
- Source dataset
- uspto-grants-1981_01
- Patent number
- US04243606
Reaction notes
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