Triethylamine → 1,3-Di-n-heptyl-1-trichloromethylthio-2-ethyl isothiourea

3 g (0.01 mole) 1,3-di-n-heptyl-2-ethyl isothiourea was mixed with 50 ml tetrahydrofuran in a stirred round bottom flask and cooled in an ice bath. 1.4 ml (0.01 mole) triethylamine was added and the mixture stirred for 10 minutes. 1.1 ml (0.01 mole) trichloromethyl sulfenyl chloride was added to the mixture dropwise over 2 minutes. A white precipitate formed and the mixture was stirred for 1 hour while coming to ambient temperature. The resultant reaction mixture was allowed to sit overnight. The mixture was suction filtered to remove the white solid which was rinsed twice with 10 ml of fresh tetrahydrofuran. The filtrate was evaporated under vacuum resulting in 4.55 g of the title product at a yield of 101.2 percent. The resulting liquid had a nD30 of 1.5084 and was identified as the title compound by IR spectrum and mass spectroscopy. Compound No. 297 in Table I.

1. temperaturecooled in an ice bath
2. customA white precipitate formed
3. stirringthe mixture was stirred for 1 hour
4. customwhile coming to ambient temperature
5. customThe resultant reaction mixture
6. waitto sit overnight
7. filtrationfiltered
8. customto remove the white solid which
9. washwas rinsed twice with 10 ml of fresh tetrahydrofuran
10. customThe filtrate was evaporated under vacuum

ORD-Eintrag

ord-29f5b754bfa94d4cad7d7744360712b4

Quelldatensatz

uspto-grants-1985_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US04515813