isothiocyanatomethylcyclohexane

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 cyclohexylmethyl isothiocyanate (6.31 g, 40.6 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 867 mg (26%) of the title compound; m.p. 317-323° C.; 1H-NMR (DMSO-d6): δ 0.8-1.8 (m, 11H, cyclohexyl), 3.08 (t, 2H, CH2), 7.78 (m, 3H, ArH+NH), 7.68 (d, 1H, ArH), 10.52 (br.s, 1H, NH); MS: m/e 327/329 (M+); (C14H18N3Cl1O2S1) calc. C, 51.29; H, 5.53; N, 12.82; found C, 51.21; H, 5.72; N, 12.81. to cool The precipitate was isolated by filtration recrystallised from ethanol

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 cyclohexylmethyl isothiocyanate (6.31 g, 40.6 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 867 mg (26%) of the title compound; m.p. 317-323° C.; 1H-NMR (DMSO-d6): δ 0.8-1.8 (m, 11H, cyclohexyl), 3.08 (t, 2H, CH2), 7.78 (m, 3H, ArH+NH), 7.68 (d, 1H, ArH), 10.52 (br.s, 1H, NH); MS: m/e 327/329 (M+); (C14H18N3Cl1O2S1) calc. C, 51.29; H, 5.53; N, 12.82; found C, 51.21; H, 5.72; N, 12.81. 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: The title compound was prepared from 3-amino-5-chlorothiophene-2-sulfonamide hydrochloride and cyclohexylmethyl isothiocyanate by a procedure analogous to the procedure described in example 3-a; a syrup was obtained (yield 8%), 1H-NMR (DMSO-d6): δ0.95 (m, 2H), 1.25 (m, 3H), 1.70 (m, 6H), 3.45 (d, 2H, CH2), 4.45 (br, HDO+NH), 6.65 (s, 1H, H4). a syrup was obtained (yield 8%), 1H-NMR (DMSO-d6): δ0.95 (m, 2H), 1.25 (m, 3H), 1.70 (m, 6H), 3.45 (d, 2H, CH2), 4.45 (br, HDO+NH), 6.65 (s, 1H, H4)

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 cyclohexylmethyl isothiocyanate (6.31 g, 40.6 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 867 mg (26%) of the title compound; m.p. 317-323° C.; 1H-NMR (DMSO-d6): δ 0.8-1.8 (m, 11H, cyclohexyl), 3.08 (t, 2H, CH2), 7.78 (m, 3H, ArH+NH), 7.68 (d, 1H, ArH), 10.52 (br.s, 1H, NH); MS: m/e 327/329 (M+); (C14H18N3Cl1O2S1) calc. C, 51.29; H, 5.53; N, 12.82; found C, 51.21; H, 5.72; N, 12.81. to cool The precipitate was isolated by filtration recrystallised from ethanol