N-(2-hydroxyphenyl)methanesulfonamide

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

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

Procedure: To a solution of 10.12 g (0.10 mol) of triethylamie, 18.72 g (0.10 mol) of N-(2-hydroxyphenyl)methanesulfonamide and 300 ml of methylene chloride cooled to 0° C. was added a solution of 10.45 g (0.10 mol) of methacryloyl chloride in 100 ml of methylene chloride over a 15-minute period. After stirring 2 hours at reduced temperature, the solution was washed three times with water, dried over magnesium sulfate and concentrated to an oil. On cooling and scratching, the oil crystallized. Recrystallization from 1:1 benzene:hexane gave a white solid which was collected, washed with 1:1 benzene:hexane, and dried at room temperature in vacuo. The yield of N-(2-methacryloyloxyphenyl)methanesulfonamide was 10.4 g (40.7 percent); m.p.=88° to 90° C. the solution was washed three times with water dried over magnesium sulfate concentrated to an oil On cooling the oil crystallized Recrystallization from 1:1 benzene hexane gave a white solid which was collected washed with 1:1 benzene hexane, and dried at room temperature in vacuo

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

Procedure: To a solution of 10.12 g (0.10 mol) of triethylamie, 18.72 g (0.10 mol) of N-(2-hydroxyphenyl)methanesulfonamide and 300 ml of methylene chloride cooled to 0° C. was added a solution of 10.45 g (0.10 mol) of methacryloyl chloride in 100 ml of methylene chloride over a 15-minute period. After stirring 2 hours at reduced temperature, the solution was washed three times with water, dried over magnesium sulfate and concentrated to an oil. On cooling and scratching, the oil crystallized. Recrystallization from 1:1 benzene:hexane gave a white solid which was collected, washed with 1:1 benzene:hexane, and dried at room temperature in vacuo. The yield of N-(2-methacryloyloxyphenyl)methanesulfonamide was 10.4 g (40.7 percent); m.p.=88° to 90° C. the solution was washed three times with water dried over magnesium sulfate concentrated to an oil On cooling the oil crystallized Recrystallization from 1:1 benzene hexane gave a white solid which was collected washed with 1:1 benzene hexane, and dried at room temperature in vacuo

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

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

Procedure: 150 ml of ethanol was added to 3.7 g of 2-methylsulfonylaminophenol of the following structural formula: ##STR108## and 5.24 g of a compound of the following structural formula: ##STR109## stirred at room temperature, and then a solution of 3.4 g of silver nitrate in 15 ml of water was added dropwise. 15 ml of a 28% ammonia water was added thereto, further a solution of 1.5 g of silver nitrate in 10 ml of water was added dropwise, and the reaction was effected at 30°-40° C. for 3 hours. After completion of the reaction, it was extracted with chloroform, the solvent was distilled off, and the residue was purified by column chromatography using chloroform to obtain 5.27 g (yield 76% based on the theoretical yield) of a purified product of an indoaniline type dye of the following structural formula: ##STR110## The dye thus obtained had a melting pont of 135°-137° C. and a maximum absorption wavelength (chloroform) of 640 nm. After completion of the reaction, it was extracted with chloroform the solvent was distilled off the residue was purified by column chromatography to obtain 5.27 g (yield 76%

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

Procedure: 150 ml of ethanol was added to 3.7 g of 2-methylsulfonylaminophenol of the following structural formula: ##STR108## and 5.24 g of a compound of the following structural formula: ##STR109## stirred at room temperature, and then a solution of 3.4 g of silver nitrate in 15 ml of water was added dropwise. 15 ml of a 28% ammonia water was added thereto, further a solution of 1.5 g of silver nitrate in 10 ml of water was added dropwise, and the reaction was effected at 30°-40° C. for 3 hours. After completion of the reaction, it was extracted with chloroform, the solvent was distilled off, and the residue was purified by column chromatography using chloroform to obtain 5.27 g (yield 76% based on the theoretical yield) of a purified product of an indoaniline type dye of the following structural formula: ##STR110## The dye thus obtained had a melting pont of 135°-137° C. and a maximum absorption wavelength (chloroform) of 640 nm. After completion of the reaction, it was extracted with chloroform the solvent was distilled off the residue was purified by column chromatography to obtain 5.27 g (yield 76%

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

Procedure: 150 ml of ethanol was added to 3.7 g of 2-methylsulfonylaminophenol of the following structural formula: ##STR108## and 5.24 g of a compound of the following structural formula: ##STR109## stirred at room temperature, and then a solution of 3.4 g of silver nitrate in 15 ml of water was added dropwise. 15 ml of a 28% ammonia water was added thereto, further a solution of 1.5 g of silver nitrate in 10 ml of water was added dropwise, and the reaction was effected at 30°-40° C. for 3 hours. After completion of the reaction, it was extracted with chloroform, the solvent was distilled off, and the residue was purified by column chromatography using chloroform to obtain 5.27 g (yield 76% based on the theoretical yield) of a purified product of an indoaniline type dye of the following structural formula: ##STR110## The dye thus obtained had a melting pont of 135°-137° C. and a maximum absorption wavelength (chloroform) of 640 nm. After completion of the reaction, it was extracted with chloroform the solvent was distilled off the residue was purified by column chromatography to obtain 5.27 g (yield 76%

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

Procedure: To a solution of 10.12 g (0.10 mol) of triethylamie, 18.72 g (0.10 mol) of N-(2-hydroxyphenyl)methanesulfonamide and 300 ml of methylene chloride cooled to 0° C. was added a solution of 10.45 g (0.10 mol) of methacryloyl chloride in 100 ml of methylene chloride over a 15-minute period. After stirring 2 hours at reduced temperature, the solution was washed three times with water, dried over magnesium sulfate and concentrated to an oil. On cooling and scratching, the oil crystallized. Recrystallization from 1:1 benzene:hexane gave a white solid which was collected, washed with 1:1 benzene:hexane, and dried at room temperature in vacuo. The yield of N-(2-methacryloyloxyphenyl)methanesulfonamide was 10.4 g (40.7 percent); m.p.=88° to 90° C. the solution was washed three times with water dried over magnesium sulfate concentrated to an oil On cooling the oil crystallized Recrystallization from 1:1 benzene hexane gave a white solid which was collected washed with 1:1 benzene hexane, and dried at room temperature in vacuo

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