Sodium Hydroxide → HCID 21387736, compound

Triethyl benzyl ammonium chloride (0.25 g.) was added to a well stirred mixture of 2-phenyl propionitrile (7.2 g.) [prepared as described by a Hauser & Brasen, J.A.C.S. 78, 494 (1956], 3,6-dichloropyridazine (7.45 g.) [prepared as described by Jackiewiez et al, Acta. Polon. Pharm. 17, 355 (1960)] and 50% aqueous sodium hydroxide solution (7.5 ml.). After stirring for 30 minutes, a further quantity of triethyl benzyl ammonium chloride (0.2 g.) was added and the temperature of the mixture rose to 77° C. The viscous mixture was stirred for 4 hours until ambient temperature had been regained, when it was diluted with chloroform (150 ml.). The solution thus obtained was washed with water (4 × 50 ml.), dried over magnesium sulphate, filtered and evaporated to give a brown gum. Repeated crystallisation of the gum from cyclohexane gave 3-chloro-6-(1-cyano-1-phenylethyl)pyridazine (5.2 g.), m.p. 116.5°-117.5° C., as a light brown solid.

1. customprepared
2. stirringAfter stirring for 30 minutes
3. customrose to 77° C
4. stirringThe viscous mixture was stirred for 4 hours until ambient temperature
5. customThe solution thus obtained
6. washwas washed with water (4 × 50 ml.)
7. dry with materialdried over magnesium sulphate
8. filtrationfiltered
9. customevaporated
10. customto give a brown gum
11. customcrystallisation of the gum from cyclohexane

ORD record

ord-779ef882443b4b5a9fc5abccdfed920e

Source dataset

uspto-grants-1978_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04067723