1-Heptanamine → HCID 13720644, compound

Participants

Reaction Steps

A solution of methyl 2-(pyrid-2-yl)tetrahydrothiophene-2-carbodithioate (6.4 g) and n-heptylamine (2.9 g) in ethanol (75 cc) is heated under reflux for 2 hours 30 minutes. The reaction mixture is concentrated to dryness (20 mm Hg; 2.7 kPa) at 40° C. 6.8 g of a product prepared under the same conditions are added to the resulting residue (8.2 g) and the whole is chromatographed on neutral silica gel (150 g) contained in a column of diameter 3.5 cm. Elution is carried out with a cyclohexane-ethyl acetate mixture (98:2 by volume; 7300 cc), the following fractions of eluate being collected: fraction 1: 600 cc, fractions 2 to 8: 250 cc each and fractions 9 to 47: 100 cc each. Fractions 14 to 40 are combined and concentrated to dryness under reduced pressure (2 mm Hg; 0.27 kPa) at a temperature of 40° C. N-n-Heptyl-2-(pyrid-2-yl)tetrahydrothiophene-2-carbothioamide (8.3 g) is thus obtained in the form of a clear yellow liquid [Rf=0.40; chromatography on a thin layer of silica gel; solvent: cyclohexane-ethyl acetate (80:20 by volume)].

Provenance & Evidence