Ethanol → HCID 13786411, compound

HRID 1732047Notes

Reaction equation

HRID 1732047 reaction equation
[C:1]([C:3]1[CH:12]=[CH:11][C:6]([C:7](=[O:10])[CH2:8]Br)=[CH:5][CH:4]=1)#[N:2].[Br:13][C:14]1[CH:20]=[CH:19][C:17]([NH2:18])=[CH:16][CH:15]=1.C(O)C>CCOCC>[Br:13][C:14]1[CH:20]=[CH:19][C:17]([NH:18][CH2:8][C:7]([C:6]2[CH:11]=[CH:12][C:3]([C:1]#[N:2])=[CH:4][CH:5]=2)=[O:10])=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 78074-BromoanilineHCID 986544-(Bromoacetyl)benzonitrile

Product 1

HCID 13786411HCID 13786411, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

p-Cyanophenacyl bromide (29.8 g, 0.138 mole) and p-bromoaniline (47.13 g, 0.266 mole) were combined with 53.2 g of absolute ethanol and stirred 16 hours. The solution was then diluted with ether and the resulting slurry filtered. The filter cake was repulped in 500 ml ether, filtered, repulped in 400 ml acetone and again filtered to yield title product: 17.14 g (40.9%); m.p. 154°-157°.

Workup

  1. filtrationthe resulting slurry filtered
  2. filtrationfiltered
  3. filtrationagain filtered

Sources & evidence

ORD record
ord-72eba4db359d46e8a16b26449fef6d06
Source dataset
uspto-grants-1986_11
Patent number
US04624958

Reaction notes

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