Reaction #985260

Reaction equation

6-methoxy-2-(4-nitropheyl)benzothiazbles

6-Methoxy-2-(4-nitrophenyl)benzothiazole

tin (II) chloride dihydrate

→

product 6

Yield 97.0%

6-Methoxy-2-(4-aminophenyl)benzothiazole

Yield 97.0%

Solvents

ethanol

Conditions

Workup

1. 1
   OtherEthanol was evaporated
2. 2
   workup.DISSOLUTIONthe residue was dissolved in ethyl acetate (10 mL)
3. 3
   Washwashed with 1 N sodium hydroxide (2 mL) and water (5 mL)
4. 4
   Dryingdried over MgSO4
5. 5
   OtherEvaporation of the solvent

Procedure

A mixture of the 6-methoxy-2-(4-nitropheyl)benzothiazbles 5 (22 mg, 0.077 mmol) and tin (II) chloride dihydrate (132 mg, 0.45 mmol) in boiling ethanol was stirred under nitrogen for 4 hrs. Ethanol was evaporated and the residue was dissolved in ethyl acetate (10 mL), washed with 1 N sodium hydroxide (2 mL) and water (5 mL), and dried over MgSO4. Evaporation of the solvent gave 19 mg (97%) of the product 6 as yellow solid.

Source