Reaction #76481

Reaction equation

product

N-(8-bromo-1,2,3,4-tetrahydro-2-methyl-6-nitro-5-isoquinolinyl)acetamide

NH4OH

→

title compound

Yield 99.0%

8-Bromo-1,2,3,4-tetrahydro-2-methyl-6-nitro-5-isoquinolinamine

Yield 99.0%

Solvents

H2O

Conditions

Workup

1. 1
   TemperatureThe reaction mixture was cooled
2. 2
   workup.ADDITIONpoured onto ice
3. 3
   OtherThe solid that formed
4. 4
   Filtrationwas collected by suction filtration
5. 5
   Otherdried under vacuum

Procedure

A solution of the product from Example 7 (3.68 g, 11.2 mmol) and 80 mL of 3:2H2SO4:H2O was heated at 90° C. for 1 hour. The reaction mixture was cooled and poured onto ice, and the resulting solution was made basic with concentrated aqueous NH4OH solution. The solid that formed was collected by suction filtration and dried under vacuum to give the title compound as a yellow solid (3.17 g, 99%).

Source