Triethylamine → HCID 53720207, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 3.53g of anhydrous hydrogen fluoride in 150 ml of toluene cooled to -50° C. was added dropwise 10.05g of methyl isocyanate. After stirring for 1.5 hr. at 0° C., 30.0g of approximately 85 percent pure 1-chloro-2-cyano-2-propanesulfenyl chloride was added followed by dropwise addition of 17.8g of triethylamine. During the addition of base the temperature was maintained between 0° C. and 10° C. After stirring for an additional 1 hr., the precipitated salt was removed by filtration and the filtrate was concentrated to yield 26.5g of a light yellow oil. Infra-red (neat) 4.53 (C≡N), 5.6 (C=O), 6.4, 6.9, 7.05, 7.3, 7.7, 8.5, 9.2, 10.4, 12.4, 13.3μ. NMR (CDCl3) δ 1.65 (s), 3H; 3.50 (s), 3H; 3.73 (d), JAB = 12.0 HZ and 3.98 (d), JBA = 12.0 HZ, 2H.

Provenance & Evidence