N',N'-diethylbutane-1,4-diamine

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A mixture of 28.2 g (0.138 mole) of [(2-chloroethyl)sulfonyl]benzene and 20.0 g (0.139 mole) of 4-(N,N-diethylamino)-1-butanamine in 700 ml of acetonitrile was stirred at room temperature for 16 hr. The solvent was removed in vacuo, and the residue was partitioned between methylene chloride and dilute sodium hydroxide. The methylene chloride solution was dried over magnesium sulfate, and the solvent was removed in vacuo. The residue was dissolved in methanol, a solution of 25.0 g (0.278 mole) of oxalic acid was added and a precipitate was collected to give 47.69 g (68.9%) of title compound, a white crystalline solid, mp 158°-165° C. with decomposition. The solvent was removed in vacuo the residue was partitioned between methylene chloride and dilute sodium hydroxide The methylene chloride solution was dried over magnesium sulfate the solvent was removed in vacuo The residue was dissolved in methanol a precipitate was collected

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A mixture of 2.8 g. of 7,10-dichloro-2-methoxypyrido[3,2-b]quinoline, 1.5 g. of 4-diethylaminobutylamine and 6.5 g. of phenol is heated at 100° C. for 3 hours. The reaction is cooled, 20 ml. of ethanol is added and this mixture is poured into a mixture of 200 ml. of acetone and 2.5 ml. of concentrated hydrochloric acid. The yellow solic is collected, air-dried and recrystallized from ethanol, giving the desired product, mp. 246°-274° C. (dec.). A mixture of 2.8 g The reaction is cooled this mixture is poured into a mixture of 200 ml The yellow solic is collected air-dried recrystallized from ethanol

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: A mixture of 2.8 g. of 7,10-dichloro-2-methoxypyrido[3,2-b]quinoline, 1.5 g. of 4-diethylaminobutylamine and 6.5 g. of phenol is heated at 100° C. for 3 hours. The reaction is cooled, 20 ml. of ethanol is added and this mixture is poured into a mixture of 200 ml. of acetone and 2.5 ml. of concentrated hydrochloric acid. The yellow solic is collected, air-dried and recrystallized from ethanol, giving the desired product, mp. 246°-274° C. (dec.). A mixture of 2.8 g The reaction is cooled this mixture is poured into a mixture of 200 ml The yellow solic is collected air-dried recrystallized from ethanol

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: The title compound was prepared [4-carbamoyl-3-(3-chloro-2,6-difluoro-4-methyl-benzyloxy)-isothiazol-5-yl]-carbamic acid phenyl ester and N,N-diethyl-butane-1,4-diamine by the procedure analogous to Example 1. MS (APCl, m/z): 476 [M+H]+.

反応条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

実験手順: The title compound was prepared from [4-carbamoyl-3-(2,3,6-trifluoro-4-methyl-benzyloxy)-isothiazol-5-yl]-carbamic acid phenyl ester and N,N-diethyl-butane-1,4-diamine by the procedure analogous to Example 1. MS (APCl, m/z): 488 [M+H]+.