Triethylamine → HCID 13799785, compound

To a stirred solution of 5.0 g (0.025 mole) N-cyanomethyl phenylsulfonamide (the product of Example 6) and 6.0 g (0.026 mole) 1,1,2,2-tetrachloroethylsulfenyl chloride in 125 ml methylene chloride, 3.2 g (0.032 mole) triethylamine in 25 ml methylene chloride were dropped in over 35 minutes. The reaction mixture was stirred 20 minutes. The reaction mixture was washed three times with 75 ml portions of water, dried over magnesium sulfate and stripped to give 6.4 g of a brown oil. The oil crystallized when hexane was added to it and the resulting mixture was cooled in an ice bath. The solids were taken up with 25 ml toluene, treated with charcoal and filtered, Hexane, 25 ml, was added to the toluene filtrate, and the resulting mixture was cooled in an ice bath to give 2.3 g of yellow crystals, melting point 89°-101° C. The crystals were recrystallized from a mixture of 25 ml hexane and 5 ml toluene. The filtrate was cooled in an ice bath to give 0.8 g of the above-identified product as a white solid, melting point 106° C.-108° C.

1. washThe reaction mixture was washed three times with 75 ml portions of water
2. dry with materialdried over magnesium sulfate

ORD record

ord-bfff0b50798a4248a8de22e4511d99fe

Source dataset

uspto-grants-1987_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04652556