Methanimidamide, N,N-diphenyl- → 2-(3-Methoxybenzoyl)-3-phenylamino-acrylonitrile

HRID 1959514Notes

Reaction equation

HRID 1959514 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:11]=[CH:12][CH:13]=1)[C:6]([CH2:8][C:9]#[N:10])=[O:7].[C:14]1([N:20](C2C=CC=CC=2)[CH:21]=N)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:11]=[CH:12][CH:13]=1)[C:6]([C:8](=[CH:21][NH:20][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:9]#[N:10])=[O:7]

Participants

4

Reactant 2

HCID 78296Methanimidamide, N,N-diphenyl-HCID 5847163-(3-Methoxyphenyl)-3-oxopropanenitrile

Product 1

HCID 670242862-(3-Methoxybenzoyl)-3-phenylamino-acrylonitrile

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
100 °C

Procedure

A solution of 3-methoxybenzoylacetonitrile (1.20 g, 68.5 mmol, 1.0 eq) and diphenylformamidine (1.34 g, 68.5 mmol, 1.0 eq) in 25 mL of toluene was stirred at room temperature for 2 h then heated to 100° C. overnight. The solution was cooled and diluted with hexanes. The resulting solid was filtered and dried to provide the desired product. HPLC (4 minute 10-90 gradient) tR 3.05 min; MS m/z 279.2 [M+H]+.

Workup

  1. temperatureThe solution was cooled
  2. filtrationThe resulting solid was filtered
  3. customdried

Sources & evidence

ORD record
ord-a7aa637777b943fcb1713308062b230f
Source dataset
uspto-grants-2013_04
Patent number
US08410160B2

Reaction notes

Loading…