4-amino-N,N,2-trimethylbenzamide

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

Procedure: A solution of 1.7 g (8.16 mmol) 2,N,N-trimethyl-4-nitro-benzamide in 45 ml MeOH:THF=1:1 is hydrogenated in the presence of 0.2 g 10% Pd/C (Fluka 75990). The reaction mixture is filtered (2 glass fiber filters used) and the filtrate is concentrated in vacuo to afford the crude title compound. The reaction mixture is filtered (2 glass fiber filters used) the filtrate is concentrated in vacuo

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

Procedure: To a solution of 0.49 g (2.01 mmol) 7-bromo-2-methylsulfanyl-benzooxazole in 30 ml dichloromethane, 3-chloroperbenzoic acid (0.494 g, 2.01 mmol) is added. This mixture is stirred for 1 h at room temperature. Then, 0.325 g (1.82 mmol) 4-amino-2,N,N-trimethyl-benzamide is added and the reaction mixture is heated to 40° C. with stirring continued for 20 h. The reaction mixture is concentrated in vacuo and the residue is purified by chromatography (silicagel, hexane:EtOAc=1:1=>1:4) to afford the title compound as an off-white crystalline solid. the reaction mixture is heated to 40° C. with stirring continued for 20 h The reaction mixture is concentrated in vacuo the residue is purified by chromatography (silicagel, hexane:EtOAc=1:1=>1:4)

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

Procedure: To a solution of 0.49 g (2.01 mmol) 7-bromo-2-methylsulfanyl-benzooxazole in 30 ml dichloromethane, 3-chloroperbenzoic acid (0.494 g, 2.01 mmol) is added. This mixture is stirred for 1 h at room temperature. Then, 0.325 g (1.82 mmol) 4-amino-2,N,N-trimethyl-benzamide is added and the reaction mixture is heated to 40° C. with stirring continued for 20 h. The reaction mixture is concentrated in vacuo and the residue is purified by chromatography (silicagel, hexane:EtOAc=1:1=>1:4) to afford the title compound as an off-white crystalline solid. the reaction mixture is heated to 40° C. with stirring continued for 20 h The reaction mixture is concentrated in vacuo the residue is purified by chromatography (silicagel, hexane:EtOAc=1:1=>1:4)

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

Procedure: A solution of 1.7 g (8.16 mmol) 2,N,N-trimethyl-4-nitro-benzamide in 45 ml MeOH:THF=1:1 is hydrogenated in the presence of 0.2 g 10% Pd/C (Fluka 75990). The reaction mixture is filtered (2 glass fiber filters used) and the filtrate is concentrated in vacuo to afford the crude title compound. The reaction mixture is filtered (2 glass fiber filters used) the filtrate is concentrated in vacuo

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

Procedure: To a solution of 0.49 g (2.01 mmol) 7-bromo-2-methylsulfanyl-benzooxazole in 30 ml dichloromethane, 3-chloroperbenzoic acid (0.494 g, 2.01 mmol) is added. This mixture is stirred for 1 h at room temperature. Then, 0.325 g (1.82 mmol) 4-amino-2,N,N-trimethyl-benzamide is added and the reaction mixture is heated to 40° C. with stirring continued for 20 h. The reaction mixture is concentrated in vacuo and the residue is purified by chromatography (silicagel, hexane:EtOAc=1:1=>1:4) to afford the title compound as an off-white crystalline solid. the reaction mixture is heated to 40° C. with stirring continued for 20 h The reaction mixture is concentrated in vacuo the residue is purified by chromatography (silicagel, hexane:EtOAc=1:1=>1:4)