2-isothiocyanatobutane

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

Conditions: temp:150.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 2-amino-4-chlorobenzenesulfonamide (2.1 g, 10.16 mmol) and sec-butyl isothiocyanate (5.0 ml, 40.9 mmol) was heated at 150° C. for 4 h. The mixture was allowed to cool and then stirred with 25 ml of ethyl acetate for 1 h. The precipitate was isolated by filtration and recrystallised from ethanol to give 201 mg (7%) of the title compound as white crystals; m.p. 242-245° C.; 1H-NMR (DMSO-d6): δ 0.89 (t, 3H, CH2CH3), 1.15 (d, 3H, CHCH3), 1.50 (m, 2H, CH2), 3.76 (m, 1H, CH), 7.19 (br.s, 1H, NH), 7.29 (m, 2H, ArH), 7.68 (d, 1H,ArH), 10.35 (br.s, 1H, NH); MS: m/e 287/289 (M+); (C11H14Cl1O3S1) calc. C45.91 H, 4.90; N, 14.60; found C, 46.42; H, 5.08; N, 14.65. to cool The precipitate was isolated by filtration recrystallised from ethanol

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

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

Procedure: 1.44 g (10 mmole) of sec-butyl isothiocyanate were added to 1.56 g (10 mmole) of 3-chloro-2-methylphenyl hydrazine dissolved in 120 ml of toluene, and the mixture was refluxed for 2 hours and then evaporated. The remanence was stirred with a small amount of hexane, separated by filtration and dried. the mixture was refluxed for 2 hours evaporated separated by filtration dried

Conditions: temp:150.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 2-amino-4-chlorobenzenesulfonamide (2.1 g, 10.16 mmol) and sec-butyl isothiocyanate (5.0 ml, 40.9 mmol) was heated at 150° C. for 4 h. The mixture was allowed to cool and then stirred with 25 ml of ethyl acetate for 1 h. The precipitate was isolated by filtration and recrystallised from ethanol to give 201 mg (7%) of the title compound as white crystals; m.p. 242-245° C.; 1H-NMR (DMSO-d6): δ 0.89 (t, 3H, CH2CH3), 1.15 (d, 3H, CHCH3), 1.50 (m, 2H, CH2), 3.76 (m, 1H, CH), 7.19 (br.s, 1H, NH), 7.29 (m, 2H, ArH), 7.68 (d, 1H,ArH), 10.35 (br.s, 1H, NH); MS: m/e 287/289 (M+); (C11H14Cl1O3S1) calc. C45.91 H, 4.90; N, 14.60; found C, 46.42; H, 5.08; N, 14.65. to cool The precipitate was isolated by filtration recrystallised from ethanol