2,2-Diethoxyethylamine → 3-[2-Chloro-5-(trifluoromethyl)phenyl]-3-[(2,2-diethoxyethyl)amino]prop-2-enenitrile

HRID 924676Notes

Reaction equation

HRID 924676 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[C:12](=O)[CH2:13][C:14]#[N:15].[CH2:17]([O:19][CH:20]([O:23][CH2:24][CH3:25])[CH2:21][NH2:22])[CH3:18]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[C:12]([NH:22][CH2:21][CH:20]([O:23][CH2:24][CH3:25])[O:19][CH2:17][CH3:18])=[CH:13][C:14]#[N:15]

Participants

4

Reactant 2

HCID 695242,2-DiethoxyethylamineHCID 709795163-[2-Chloro-5-(trifluoromethyl)phenyl]-3-oxopropanenitrile

Product 1

HCID 867205843-[2-Chloro-5-(trifluoromethyl)phenyl]-3-[(2,2-diethoxyethyl)amino]prop-2-enenitrile

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 3-[2-chloro-5-(trifluoromethyl)phenyl]-3-oxopropanenitrile (1.2 g, 4.8 mmol), 2-aminoacetaldehyde diethyl acetal (0.77 mL, 5.3 mmol) and toluene (30 mL) was stirred under reflux for 5 h under nitrogen atmosphere in the Dean-Stark apparatus. The mixture was evaporated in vacuo and used in the next step without further purification.

Workup

  1. temperatureunder reflux for 5 h under nitrogen atmosphere in the Dean-Stark apparatus
  2. customThe mixture was evaporated in vacuo
  3. customused in the next step without further purification

Sources & evidence

ORD record
ord-f9f3dfcf89104f1f91f27a2148cd76c3
Source dataset
uspto-grants-2016_03
Patent number
US09283224B2

Reaction notes

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