N-propan-2-ylsulfamoyl chloride

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

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

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

Procedure: Methyl 2-amino-3-pyridine carboxylate (10.0 grams; 0.066 mole) and isopropyl sulfamoyl chloride (11.4 grams; 0.066 mole) were mixed with 300 ml of benzene and the resulting reaction mixture heated at reflux temperatures for a period of 48 hours. Following the reaction period, the reaction mixture was cooled and the solvent removed in vacuo. The oily residue thus obtained was extracted with 200 ml of cyclohexane and the extracts combined and cooled. The resulting precipitate was recovered by filtration and recyrstallized from carbon tetrachloride. As a result of these operations, the desired title compound having a melting point of 121° -123° C. was obtained. the resulting reaction mixture heated at reflux temperatures for a period of 48 hours the reaction period the reaction mixture was cooled the solvent removed in vacuo The oily residue thus obtained was extracted with 200 ml of cyclohexane cooled The resulting precipitate was recovered by filtration As a result of these operations

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

Procedure: Methyl 2-amino-3-pyridine carboxylate (10.0 grams; 0.066 mole) and isopropyl sulfamoyl chloride (11.4 grams; 0.066 mole) were mixed with 300 ml of benzene and the resulting reaction mixture heated at reflux temperatures for a period of 48 hours. Following the reaction period, the reaction mixture was cooled and the solvent removed in vacuo. The oily residue thus obtained was extracted with 200 ml of cyclohexane and the extracts combined and cooled. The resulting precipitate was recovered by filtration and recrystallized from carbon tetrachloride. As a result of these operations, the desired title compound having a melting point of 121° C.-123° C. was obtained. the resulting reaction mixture heated at reflux temperatures for a period of 48 hours the reaction period the reaction mixture was cooled the solvent removed in vacuo The oily residue thus obtained was extracted with 200 ml of cyclohexane cooled The resulting precipitate was recovered by filtration recrystallized from carbon tetrachloride As a result of these operations

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

Procedure: 1-(2-Chloroethyl)-3,4-dihydro-3-(1-methylethyl)-6-nitro-1H-2,1,3-benzothiadiazine-2,2-dioxide(1.67 g, 0.005 mol) prepared from 3,4-dihydro-3-(1-methylethyl)-6-nitro-1H-2,1,3-benzothiadiazine-2,2-dioxide (prepared from 4-nitroaniline and isopropyl sulfamoyl chloride by methods described above was dissolved in absolute ethanol (50 ml) and hydrogenated at 60 psi in the presence of 5% palladium on charcoal (0.2 g). After 1 hour and no further hydrogen uptake, the catalyst was filtered, washed with ethanol and the solution evaporated to dryness giving 6-amino-1-(2-chloroethyl)-3,4-dihydro-3-(1-methylethyl)-1H-2,1,3-benzothiadiazine-2,2-dioxide. no further hydrogen uptake, the catalyst was filtered washed with ethanol the solution evaporated to dryness

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

Procedure: 1-(2-Chloroethyl)-3,4-dihydro-3-(1-methylethyl)-6-nitro-1H-2,1,3-benzothiadiazine-2,2-dioxide(1.67 g, 0.005 mol) prepared from 3,4-dihydro-3-(1-methylethyl)-6-nitro-1H-2,1,3-benzothiadiazine-2,2-dioxide (prepared from 4-nitroaniline and isopropyl sulfamoyl chloride by methods described above was dissolved in absolute ethanol (50 ml) and hydrogenated at 60 psi in the presence of 5% palladium on charcoal (0.2 g). After 1 hour and no further hydrogen uptake, the catalyst was filtered, washed with ethanol and the solution evaporated to dryness giving 6-amino-1-(2-chloroethyl)-3,4-dihydro-3-(1-methylethyl)-1H-2,1,3-benzothiadiazine-2,2-dioxide. no further hydrogen uptake, the catalyst was filtered washed with ethanol the solution evaporated to dryness

Conditions: temp:25.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 95 parts of isopropylaminosulfonyl chloride were stirred into a mixture of 96 parts of N-carbomethoxy-O-isopropyl-isourea and 73 parts of triethylamine in 700 parts of tetrahydrofuran at 10°-15° C., in the course of 25 minutes. After having been stirred for one hour at 25° C., the reaction mixture was extracted once with water and once with 0.5 N hydrochloric acid, dried and evaporated down under reduced pressure. 130 parts of N-carbomethoxy-N'-isopropylsulfamyl-O-isopropylisourea, of melting point 62°-64° C., were obtained. 33.7 parts of this product were cyclized with 17.6 parts of 50 percent strength by weight sodium hydroxide solution in 30 parts of water for 5 minutes at 55°-60° C. After extraction with ether, acidification, filtering, washing the residue with water and drying, 22 parts of 6-isopropyl-3-isopropoxy-6H-1,2,4,6-thiatriazin-5-one-1,1-dioxide, of melting point 164°-167° C., were obtained. the reaction mixture was extracted once with water and once with 0.5 N hydrochloric acid dried evaporated down under reduced pressure

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

Procedure: Methyl 2-amino-3-pyridine carboxylate (10.0 grams; 0.066 mole) and isopropyl sulfamoyl chloride (11.4 grams; 0.066 mole) were mixed with 300 ml of benzene and the resulting reaction mixture heated at reflux temperatures for a period of 48 hours. Following the reaction period, the reaction mixture was cooled and the solvent removed in vacuo. The oily residue thus obtained was extracted with 200 ml of cyclohexane and the extracts combined and cooled. The resulting precipitate was recovered by filtration and recrystallized from carbon tetrachloride. As a result of these operations, the desired title compound having a melting point of 121° C.-123° C. was obtained. the resulting reaction mixture heated at reflux temperatures for a period of 48 hours the reaction period the reaction mixture was cooled the solvent removed in vacuo The oily residue thus obtained was extracted with 200 ml of cyclohexane cooled The resulting precipitate was recovered by filtration recrystallized from carbon tetrachloride As a result of these operations

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

Procedure: Methyl 2-amino-3-pyridine carboxylate (10.0 grams; 0.066 mole) and isopropyl sulfamoyl chloride (11.4 grams; 0.066 mole) were mixed with 300 ml of benzene and the resulting reaction mixture heated at reflux temperatures for a period of 48 hours. Following the reaction period, the reaction mixture was cooled and the solvent removed in vacuo. The oily residue thus obtained was extracted with 200 ml of cyclohexane and the extracts combined and cooled. The resulting precipitate was recovered by filtration and recrystallized from carbon tetrachloride. As a result of these operations, the desired title compound having a melting point of 121° C.-123° C. was obtained. the resulting reaction mixture heated at reflux temperatures for a period of 48 hours the reaction period the reaction mixture was cooled the solvent removed in vacuo The oily residue thus obtained was extracted with 200 ml of cyclohexane cooled The resulting precipitate was recovered by filtration recrystallized from carbon tetrachloride As a result of these operations

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

Procedure: Methyl 2-amino-3-pyridine carboxylate (10.0 grams; 0.066 mole) and isopropyl sulfamoyl chloride (11.4 grams; 0.066 mole) were mixed with 300 ml of benzene and the resulting reaction mixture heated at reflux temperatures for a period of 48 hours. Following the reaction period, the reaction mixture was cooled and the solvent removed in vacuo. The oily residue thus obtained was extracted with 200 ml of cyclohexane and the extracts combined and cooled. The resulting precipitate was recovered by filtration and recrystallized from carbon tetrachloride. As a result of these operations, the desired title compound having a melting point of 121° C.-123° C. was obtained. the resulting reaction mixture heated at reflux temperatures for a period of 48 hours the reaction period the reaction mixture was cooled the solvent removed in vacuo The oily residue thus obtained was extracted with 200 ml of cyclohexane cooled The resulting precipitate was recovered by filtration recrystallized from carbon tetrachloride As a result of these operations

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

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