6-methylheptan-2-amine

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

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

Procedure: Starting from 3,7-dichloro-4H-1,2,4-benzothiadiazine 1,1-dioxide (300 mg; 1.19 mmol) and 1,5-dimethylhexylamine (1 g; 7.73 mmol) and with the use of same procedure as in example 21 260 mg (63.5%) of the title compound was prepared; m.p. >220° C.; 1H-NMR (DMSO-d6) ppm; 10.50 (s, 1H, NH), 7.68 (d, 1H, H-8), 7.63 (dd, 1H, H-5), 7.25 (d, 1H, H-7), 7.1 (br, 1H, NH), 3.85 (q, 1H, CH), 1.5 (m, 4H ), 1.35 (m, 3H ), 1.15 (d, 3H, CH3), 0.85 (d, 6H, 2×CH3).

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

Procedure: Starting from 3,7-dichloro-4H-1,2,4-benzothiadiazine 1,1-dioxide (300 mg; 1.19 mmol) and 1,5-dimethylhexylamine (1 g; 7.73 mmol) and with the use of same procedure as in example 21 260 mg (63.5%) of the title compound was prepared; m.p. >220° C.; 1H-NMR (DMSO-d6) ppm; 10.50 (s, 1H, NH), 7.68 (d, 1H, H-8), 7.63 (dd, 1H, H-5), 7.25 (d, 1H, H-7), 7.1 (br, 1H, NH), 3.85 (q, 1H, CH), 1.5 (m, 4H ), 1.35 (m, 3H ), 1.15 (d, 3H, CH3), 0.85 (d, 6H, 2×CH3).

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

Procedure: A solution of 2-hydroxydibenzofuran (5.0 g, 27 mmol) and dimethylaniline (3.4 mL, 27 mmol) in 35 mL of benzene plus 1.5 mL of dioxane was added dropwise under nitrogen to a solution of trichloromethyl chloroformate (1.6 mL, 14 mmol) in 30 mL of benzene at ice bath temperature. After the addition the cooling bath was removed and the stirring continued for approximately 24 hours. The reaction was cooled to ice bath temperature and a solution of 1,5-dimethylhexylamine (4.6 mL, 27 mmol) and pyridine (4.4 mL, 54 mmol) in 30 mL of benzene was added dropwise over 15 minutes. After the addition the reaction was stirred at ice bath temperature for 2 hours. The cooling bath was removed and the stirring continued for approximately 22 hours. The reaction was extracted two times with 1N HCl. The organic solution was dried over anhydrous MgSO4 and the solvent removed under reduced pressure to give 6.19 g of a yellow solid. Recrystallization from isopropanol gave 4.27 g (46%) of the title compound as a yellow crystalline solid, mp 114°-115° C. After the addition the cooling bath was removed The reaction was cooled to ice bath temperature After the addition the reaction The cooling bath was removed the stirring continued for approximately 22 hours The reaction was extracted two times with 1N HCl The organic solution was dried over anhydrous MgSO4 the solvent removed under reduced pressure

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

Procedure: Starting from 3,7-dichloro-4H-1,2,4-benzothiadiazine 1,1-dioxide (300 mg; 1.19 mmol) and 1,5-dimethylhexylamine (1 g; 7.73 mmol) and with the use of same procedure as in example 21 260 mg (63.5%) of the title compound was prepared; m.p. >220° C.; 1H-NMR (DMSO-d6) ppm; 10.50 (s, 1H, NH), 7.68 (d, 1H, H-8), 7.63 (dd, 1H, H-5), 7.25 (d, 1H, H-7), 7.1 (br, 1H, NH), 3.85 (q, 1H, CH), 1.5 (m, 4H ), 1.35 (m, 3H ), 1.15 (d, 3H, CH3), 0.85 (d, 6H, 2×CH3).