Water → HCID 12503203, compound

HRID 1580558Notes

Reaction equation

HRID 1580558 reaction equation
[C-:1]#[N:2].[K+].[N+]([C:7]1[CH:20]=[CH:19][C:10]([C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:12])=[CH:9][CH:8]=1)([O-])=O.[OH2:21]>CS(C)=O>[C:11]([C:10]1[CH:9]=[C:8]([C:1]#[N:2])[C:7]([OH:21])=[CH:20][CH:19]=1)(=[O:12])[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

5

Reactant 3

HCID 962WaterHCID 9032Potassium CyanideHCID 70839Methanone, (4-nitrophenyl)phenyl-

Product 1

HCID 12503203HCID 12503203, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of dry powdered potassium cyanide (4g.) and 4-nitrobenzophenone (2.27g) was suspended in dimethylsulphoxide (40 ml.) and heated for 4 hours at 100°C. with occasional agitation. The solution was then poured into water and the insoluble neutral fraction removed by filtration. After acidification the filtrate was extracted with ether and the 5-benzoylsalicylonitrile thus obtained was crystallised from aqueous ethanol to give needles, m.p. 185°-186°C.

Workup

  1. customthe insoluble neutral fraction removed by filtration
  2. extractionAfter acidification the filtrate was extracted with ether

Sources & evidence

ORD record
ord-73d71c1827c743709d2fc8b0843c8efb
Source dataset
uspto-grants-1976_01
Patent number
US03933807

Reaction notes

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