N-pentan-3-ylhydroxylamine

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: Using the general method of Compound 76, 4'-octyloxy-4-biphenylcarboxylic acid (3.26 g, 10 mmole) was converted to the isocyanate then reacted with N-(1-ethylpropyl)hydroxylamine (1.4 g, 13.5 mmole) to provide 2.0 g of the desired product as a light tan crystalline solid, m.p. 151°-152.5° C. Analysis: Calculated for C26H38N2O3 : %C, 73.20; %H, 8.98; %N, 6.57; Found: %C, 73.19; %H, 9.01; %N, 6.50.

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

実験手順: Using the general method of Compound 76, 4-biphenylcarboxylic acid (1.3 g, 6.5 mmole) was converted to the isocyanate then reacted with N-(1-ethylpropyl)hydroxylamine (1.0 g, 10 mmole) to provide 0.54 g of the desired product as a white crystalline solid, m.p. 183°-184° C. Analysis: Calculated for C18H22N2O2 : %C, 72.46; %H, 7.43; %N, 9.39; Found: %C, 72.38; %H, 7.15; %N, 9.26.

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

実験手順: Using the general method of Compound 76, 4-biphenylcarboxylic acid (1.3 g, 6.5 mmole) was converted to the isocyanate then reacted with N-(1-ethylpropyl)hydroxylamine (1.0 g, 10 mmole) to provide 0.54 g of the desired product as a white crystalline solid, m.p. 183°-184° C. Analysis: Calculated for C18H22N2O2 : %C, 72.46; %H, 7.43; %N, 9.39; Found: %C, 72.38; %H, 7.15; %N, 9.26.

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

実験手順: Using the method of Compound 76, 4-benzoylbenzoic acid (1.47 g, 6.5 mmole) was converted to the corresponding isocyanate then reacted with N-(1-ethylpropyl)hydroxylamine (1.0 g, 10 mmole) to provide 0.58 g of the desired product as white crystals, m.p. 156°-157° C. Analysis: Calculated for C19H22N2O3 : %C, 69.92; %H, 6.79; %N, 8.58; Found: %C, 69.7; %H, 6.61; %N, 8.64.

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

実験手順: Using the method of Compound 76, 4-benzylbenzoic acid (1.93 g, 9 mmole) was converted to the corresponding isocyanate then reacted with N-(1-ethylpropyl)hydroxylamine (1.4 g, 14 mmole) to provide 1.9 g of the desired product as off-white crystals, m.p. 132.5°-134.1° C. Analysis: Calculated for C19H24N2O2 : %C, 73.05; %H, 7.74; %N, 8.97; Found: %C, 72.82; %H, 7.82; %N, 8.79.

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

実験手順: Using the method of Compound 76, 3-phenoxybenzoic acid (3.47 g, 16 mmole) was converted to the corresponding isocyanate then reacted with N-(1-ethylpropyl)hydroxylamine (2.5 g, 24 mmole) to provide 3.2 g of the desired product as white plates, m.p. 110.6°-111.4° C. Analysis: Calculated for C18H22N2O3 : %C, 68.77; %H, 7.05; %N, 8.91; Found: %C, 68.4; %H, 6.67; %N, 8.89.

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

実験手順: A solution of 2-phenoxybenzoic acid (2.63 g, 12.3 mmole), triethylamine (1.8 mL, 13 mmole) and diphenylphosphoryl azide (2.9 mL, 13.5 mmole) in toluene (50 mL) was heated at 95° C. for 2 hours. The reaction was cooled to ambient temperature and N-(1-ethylpropyl)hydroxylamine (1.9 g, 18.4 mmole) was added as a solid. The reaction was maintained overnight then concentrated under vacuum to provide the crude product as a yellow oil. The residue was partitioned between diethyl ether (100 mL) and water (100 ml). The fractions were separated and the aqueous fraction was extracted with additional portions of diethyl ether (3×50 mL). The combined organic fractions were dried over sodium sulfate, filtered and concentrated. The residue was recrystallized from hexanes.backslash.ethyl acetate to provide 2.3 g of the desired product as a white crystalline solid, m.p. 141.2°-141.8° C. Analysis: Calculated for C18H22N2O3 : %C, 68.77; %H, 7.05; %N, 8.91; Found: %C, 68.23; %H, 6.8; %N, 8.89. The reaction was maintained overnight then concentrated under vacuum to provide the crude product as a yellow oil The residue was partitioned between diethyl ether (100 mL) and water (100 ml) The fractions were separated the aqueous fraction was extracted with additional portions of diethyl ether (3×50 mL) The combined organic fractions were dried over sodium sulfate filtered concentrated The residue was recrystallized from hexanes

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

実験手順: Using the method of Compound 72, 3,5-bis(trifluoromethyl)phenylisocyanate (1.3 g, 5.1 mmole) was reacted with N-(1-ethylpropyl)hydroxylamine (0.58 g, 5.6 mmole) to provide 160 mg of the desired product as a white crystalline solid, m.p. 115°-116° C. Analysis: Calculated for: C14H16F6N2O2 : %C, 46.93; %H, 4.5; %N, 7.82; Found: %C, 46.8; %H, 4.37; %N, 7.89.

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

実験手順: A solution of N-(1-ethylpropyl)hydroxylamine (1.13 g, 11 mmole, Compound 39, Part B) in tetrahydrofuran (30 mL) was charged with 4-phenoxyphenylisocyanate (2.1 g, 10 mmole) and maintained at ambient temperature overnight. The solvent was removed in vacuo to yield 3.2 g of the crude product as a white solid. Recrystallization from hexanesethyl acetate provided 1.6 g of the desired product as a white crystalline solid, m.p. 124°-125° C. Analysis: Calculated for: C18H22N2O3 : %C, 68.77; %H, 7.05; %N, 8.91; Found: %C, 68.44; %H, 7.09; %N, 8.82. The solvent was removed in vacuo to yield 3.2 g of the crude product as a white solid Recrystallization from hexanesethyl acetate

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

実験手順: A solution of N-(1-ethylpropyl)hydroxylamine (1.13 g, 11 mmole, Compound 39, Part B) in tetrahydrofuran (30 mL) was charged with 4-phenoxyphenylisocyanate (2.1 g, 10 mmole) and maintained at ambient temperature overnight. The solvent was removed in vacuo to yield 3.2 g of the crude product as a white solid. Recrystallization from hexanesethyl acetate provided 1.6 g of the desired product as a white crystalline solid, m.p. 124°-125° C. Analysis: Calculated for: C18H22N2O3 : %C, 68.77; %H, 7.05; %N, 8.91; Found: %C, 68.44; %H, 7.09; %N, 8.82. The solvent was removed in vacuo to yield 3.2 g of the crude product as a white solid Recrystallization from hexanesethyl acetate