1-isothiocyanatooctane

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The title compound was prepared from 3-amino-5-chlorothiophene-2-sulfonamide hydrochloride and n-octyl isothiocyanate by a procedure analogous to the procedure described in example 3Bc-d; mp >190° C. decomp.; 1H-NMR (DMSO-d6): δ 0.85 (t, 3H), 1.28 (m, 10H), 1.50 (m, 2H), 3.18 (q, 2H), 7.03 (s, 1H), 7.25 (br. s, 1H), 10.2 (br. s, 1H).

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A solution of 6.0 g (0.035 mole) of n-octylisothiocyanate was dissolved in 25 ml of toluene, treated with 8.80 g (0.035 mole) of 4-diphenylmethylpiperidine and stirred at 25° for twelve hours. The mixture was cooled, filtered and evaporated. Chromatography of the residue through silica gel using chloroform as an eluent afforded a brown oil, 4-(diphenylmethyl)-N-octyl-1- piperidinecarbothioamide. A mixture of 1.0 g (0.0024 mole) of this material, 3 g of Raney Nickel and 15 ml of isopropanol was refluxed three hours, cooled, and filtered. Evaporation of the filtrate afforded an oil which was converted to a fumarate identified as 4-(diphenylmethyl)- 1-[(octylimino)methyl]piperidine (E)-2-butenedioate (1:1) hydrate by thin layer chromatography. The mixture was cooled filtered evaporated