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

HRID 251357

Reaction equation

HRID 251357 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 2h 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-6dd22fdfc3474aa3af65bf73b381ac40
Source dataset
uspto-grants-2011_01
Patent number
US07863314B2

Linked notes

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