3-[3-(Dimethylamino)prop-2-enoyl]benzonitrile → 3-(2-Phenylamino-pyrimidin-4-yl)benzonitrile

HRID 968683Notes

Reaction equation

HRID 968683 reaction equation
CN(C)[CH:3]=[CH:4][C:5]([C:7]1[CH:8]=[C:9]([CH:12]=[CH:13][CH:14]=1)[C:10]#[N:11])=O.[CH:16]1[CH:17]=[CH:18][C:19]([NH:22][C:23]([NH2:25])=[NH:24])=[CH:20][CH:21]=1>C(#N)C>[C:19]1([NH:22][C:23]2[N:25]=[C:5]([C:7]3[CH:8]=[C:9]([CH:12]=[CH:13][CH:14]=3)[C:10]#[N:11])[CH:4]=[CH:3][N:24]=2)[CH:20]=[CH:21][CH:16]=[CH:17][CH:18]=1

Participants

4

Reactant 2

HCID 28062053-[3-(Dimethylamino)prop-2-enoyl]benzonitrileHCID 178418923HCID 178418923, compound

Product 1

HCID 671143483-(2-Phenylamino-pyrimidin-4-yl)benzonitrile

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

To a solution of 3-(3-dimethylamino-acryloyl)-benzonitrile (30.4 g, 152 mmol) in acetonitrile (250 mL) was added a solution of phenylguanidine (21.0 g, 155 mmol) in acetonitrile (250 mL) and the mixture was heated at reflux for two hours. The solution was cooled and the resulting solid was filtered and washed with acetonitrile to afford the title compound.

Workup

  1. temperaturethe mixture was heated
  2. temperatureat reflux for two hours
  3. temperatureThe solution was cooled
  4. filtrationthe resulting solid was filtered
  5. washwashed with acetonitrile

Sources & evidence

ORD record
ord-2bbc592dfc1f41849c253becfbfb3038
Source dataset
uspto-grants-2007_12
Patent number
US07304071B2

Reaction notes

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