Réaction #51740

Équation de réaction

EtOAc

methyl chloroformate

4-isopropyl-7-methyl-6-thiocyanato-benzothiazol-2-yl-amine

H2O

→

2-(methyloxycarbonyl)amino-4-isopropyl-7-methyl-6-thiocyanato-benzothiazole

Solvants

pyridine

CH2Cl2

Conditions de réaction

Traitement

1. 1
   LavageThe organic layer was washed with 2N HCl, H2O, saturated sodium bicarbonate solution and brine
2. 2
   Séchagewas dried (MgSO4)
3. 3
   AutreThe solvents were evaporated
4. 4
   Autrethe residue was purified by flash chromatography (100% hexanes to 25% EtOAc in hexanes)

Mode opératoire

To 4-isopropyl-7-methyl-6-thiocyanato-benzothiazol-2-yl-amine (Example L-4; 4.0 g, 17 mmol) dissolved in CH2Cl2 (25 mL) and pyridine (5 mL), was added methyl chloroformate at 0° C. The reaction mixture was stirred at room temperature for 2 hours. H2O was added to the reaction mixture followed by EtOAc (100 mL). The organic layer was washed with 2N HCl, H2O, saturated sodium bicarbonate solution and brine, and was dried (MgSO4). The solvents were evaporated, and the residue was purified by flash chromatography (100% hexanes to 25% EtOAc in hexanes) to give 2-(methyloxycarbonyl)amino-4-isopropyl-7-methyl-6-thiocyanato-benzothiazole. MS (APCI): 322 (M+H).

Source