2-methyl-2,3-dihydroindol-1-amine

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

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

Procedure: The process as claimed in claim 1, wherein -amino-2,3-dihydro-2-methyl-1H-indole is reacted in the form of a hydrochloride or mesylate with 4-chloro-3-sulfamoylbenzoyl chloride.

Conditions: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 10 g of crude 1-amino-2-methylindoline (made as described in Example 1) was dissolved in 40 ml of isopropanol. 6.75 g of methanesulfonic acid was added and the solution was cooled to about 0° C. to obtain crystals of 1-amino-2-methylindoline methanesulfonate which was isolated by filtration. The crystals were then washed by slurrying with fresh isopropanol and dried at 20° C. Melting range of product compound was 170°-2° C.

Conditions: temp:15.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 140 g of 2-methylindoline was dissolved in 1 liter of methanol. About 95 ml of concentrated hydrochloric acid was added and the solution was cooled to 15° C. Then a 25% solution of sodium nitrite (73 g) in water was added dropwise at 5°-10° C. The pH of the solution was adjusted to about 7.5 with sodium bicarbonate and 156 g of zinc dust was added to form a mixture thereof. Keeping the mixture at about 5° C., a solution of 264 g of ammonium carbonate in 1 liter of water was added over a period of about 1.5 hours. The mixture was then stirred at 5°-10° C., warmed to 40° C., and filtered. The residual was washed with toluene. The combined filtrate and washes were separated and the aqueous layer was discarded. The toluene was removed in vacuo and the residue recrystallized from heptane to give 1-amino-2-methylindoline. TLC test confirmed the identity of the product compound. (ANALTECH Silica Gel plate; chloroform/acetic acid:9/1). was added to form a mixture at about 5° C. warmed to 40° C. filtered The residual was washed with toluene The combined filtrate and washes were separated The toluene was removed in vacuo the residue recrystallized from heptane

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

Procedure: Process according to claim 1, characterised in that the 1-amino-2,3-dihydro-2-methyl-1H-indole is reacted in the form of a hydrochloride or a methanesulphonate with the 4-chloro-3-sulphamoylbenzoyl chloride.