Phenylglyoxylonitrile → HCID 14026754, compound

HRID 1657865Notes

Reaction equation

HRID 1657865 reaction equation
[C:1]([C:9]#[N:10])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N:11]([CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])=[N+:12]=[N-:13]>>[C:1]([C:9]1[N:11]([CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[N:12]=[N:13][N:10]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 11953PhenylglyoxylonitrileHCID 69480Acetic acid, azido-, ethyl ester

Product 1

HCID 14026754HCID 14026754, compound

Conditions

Temperature
105 °C

Procedure

A mixture of benzoyl cyanide (5.1 grams, 39 mmol.) and ethyl azidoacetate (5.0 grams, 39 mmol.) was heated at 105°C. for 20 hours. The solution was cooled. The crystalline product [6.5 g. (64 percent), m.p. 63°-67°C.] was separated and washed with a mixture of ethyl ether and hexane. The yield of the title product was 6.5 grams (64 percent of theoretical). The melting point was 63°-67°C. The analysis was as follows:

Workup

  1. temperatureThe solution was cooled
  2. customThe crystalline product [6.5 g. (64 percent), m.p. 63°-67°C.] was separated
  3. washwashed with a mixture of ethyl ether and hexane

Sources & evidence

ORD record
ord-9b69516da9c842c0a65a33b473239a0e
Source dataset
uspto-grants-1976_06
Patent number
US03962272

Reaction notes

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