1,3,3-trimethyl-2,2-dioxo-2lambda6,1-benzothiazin-4-one

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

Procedure: NaBH4 (45 mg, 1.2 mmol) is added to a solution of 1,3,3-Trimethyl-2,2-dioxo-2,3-dihydro-1H-benzo[c][1,2]thiazin-4-one (190 mg, 0.8 mmol) in 15 mL of EtOH at 0° C. The resulting mixture is stirred at this temperature for overnight. The reaction is quenched by HCl (1M), and extracted with ethyl acetate (15 mL×3). The combined extracts are dried over anhydrous Na2SO4. After filtration and concentration, the residue is purified by flash column and yields the title compound as oil (193 mg). The reaction is quenched by HCl (1M) extracted with ethyl acetate (15 mL×3) The combined extracts are dried over anhydrous Na2SO4 After filtration and concentration the residue is purified by flash column

Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Iodomethane (187 ul, 426 mg, 3 mmol) is added dropwise to a suspension of 2,2-Dioxo-1-methyl-2,1-benzothiazin-4(3H)-one ([CAS: 7117-31-9], 220 mg, 1 mmol), K2CO3 (1.38 g, 10 mmol) in 3 mL of dry DMF at room temperature. The resulting mixture is stirred at 60° C. After 2 h, the reaction mixture is filtered, and washed with ethyl acetate (20 mL). The combined solution is concentrated and the residue is purified by flash column (ethyl acetate-heptane v/v 10%) and gives the title compound as white solid (190 mg). the reaction mixture is filtered washed with ethyl acetate (20 mL) The combined solution is concentrated the residue is purified by flash column (ethyl acetate-heptane v/v 10%)

Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Iodomethane (187 ul, 426 mg, 3 mmol) is added dropwise to a suspension of 2,2-Dioxo-1-methyl-2,1-benzothiazin-4(3H)-one ([CAS: 7117-31-9], 220 mg, 1 mmol), K2CO3 (1.38 g, 10 mmol) in 3 mL of dry DMF at room temperature. The resulting mixture is stirred at 60° C. After 2 h, the reaction mixture is filtered, and washed with ethyl acetate (20 mL). The combined solution is concentrated and the residue is purified by flash column (ethyl acetate-heptane v/v 10%) and gives the title compound as white solid (190 mg). the reaction mixture is filtered washed with ethyl acetate (20 mL) The combined solution is concentrated the residue is purified by flash column (ethyl acetate-heptane v/v 10%)

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

Procedure: NaBH4 (45 mg, 1.2 mmol) is added to a solution of 1,3,3-Trimethyl-2,2-dioxo-2,3-dihydro-1H-benzo[c][1,2]thiazin-4-one (190 mg, 0.8 mmol) in 15 mL of EtOH at 0° C. The resulting mixture is stirred at this temperature for overnight. The reaction is quenched by HCl (1M), and extracted with ethyl acetate (15 mL×3). The combined extracts are dried over anhydrous Na2SO4. After filtration and concentration, the residue is purified by flash column and yields the title compound as oil (193 mg). The reaction is quenched by HCl (1M) extracted with ethyl acetate (15 mL×3) The combined extracts are dried over anhydrous Na2SO4 After filtration and concentration the residue is purified by flash column

Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Iodomethane (187 ul, 426 mg, 3 mmol) is added dropwise to a suspension of 2,2-Dioxo-1-methyl-2,1-benzothiazin-4(3H)-one ([CAS: 7117-31-9], 220 mg, 1 mmol), K2CO3 (1.38 g, 10 mmol) in 3 mL of dry DMF at room temperature. The resulting mixture is stirred at 60° C. After 2 h, the reaction mixture is filtered, and washed with ethyl acetate (20 mL). The combined solution is concentrated and the residue is purified by flash column (ethyl acetate-heptane v/v 10%) and gives the title compound as white solid (190 mg). the reaction mixture is filtered washed with ethyl acetate (20 mL) The combined solution is concentrated the residue is purified by flash column (ethyl acetate-heptane v/v 10%)