Diethylamine → HCID 19855583, compound

HRID 1649991Notes

Reaction equation

HRID 1649991 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[N:9]([CH2:18][CH:19](Cl)[CH3:20])[C:10](=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[CH2:22]([NH:24][CH2:25][CH3:26])[CH3:23]>C(OC(C)C)(C)C>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[N:9]([CH2:18][CH:19]([N:24]([CH2:25][CH3:26])[CH2:22][CH3:23])[CH3:20])[C:10](=[O:17])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 19855553HCID 19855553, compound

Product 1

HCID 19855583HCID 19855583, compoundYield 64.3%

Reagents, catalysts & solvents 1

HCID 7914Diisopropyl EtherSolvent

Procedure

A mixture of 6.0 g (20 mmoles) of 1-[N-(2,6-dimethylphenyl)-benzamido]-2-chloro-propane and 10.3 ml (7.3 g, 0.1 mole) of diethyl amine is heated at 160° C. for 12 hours in a steel bomb. The mixture is cooled and processed as described in Example 16. The resulting oily crude base, weighing 5.0 g, is dissolved in 30 ml of diisopropyl ether, the solution is allowed to stand for one day, and then the insolubles are filtered off. The filtrate is evaporated under reduced pressure. 4.35 g (64%) of 1-[N-(2,6-dimethylphenyl)-benzamido]-2-diethylamino-propane are obtained as a yellow oil.

Workup

  1. temperatureThe mixture is cooled
  2. filtrationthe insolubles are filtered off
  3. customThe filtrate is evaporated under reduced pressure

Sources & evidence

ORD record
ord-263ea0d940c545c08f53253149c62120
Source dataset
uspto-grants-1990_05
Patent number
US04922021

Reaction notes

Loading…