Reaction #78026

Reaction equation

3,3′-dinitro-4,4′-diaminobiphenyl

2-furoyl chloride

hydrochloric acid

→

3,3′-dinitro-4,4′-di-2-furoylamino-biphenyl

Yield 81.2%

Solvents

water

N,N-dimethylformamide

water

pyridine

Conditions

Workup

1. 1
   OtherIn a 500 ml separable flask equipped with a stirrer, a reflux condenser
2. 2
   workup.ADDITIONAfter the addition
3. 3
   Temperaturethe reaction solution was warmed to the room temperature
4. 4
   Otherthe solid substance was separated by filtration
5. 5
   WashThe obtained solid substance was washed well with water
6. 6
   Otherdried in a reduced pressure

Procedure

In a 500 ml separable flask equipped with a stirrer, a reflux condenser cooled with water, a thermometer and a dropping funnel, 10.96 g of 3,3′-dinitro-4,4′-diaminobiphenyl was dissolved into 200 ml of N,N-dimethylformamide and then 20 ml of pyridine was added to the solution. While the prepared solution was cooled at 3 to 14° C., 12.53 g of 2-furoyl chloride was added dropwise to the solution. After the addition was completed, the reaction solution was warmed to the room temperature and stirred for further 5 hours. Then, 80 ml of 2N hydrochloric acid and 100 ml of water were added to the solution and the solid substance was separated by filtration. The obtained solid substance was washed well with water and dried in a reduced pressure to obtain 15.0 g of 3,3′-dinitro-4,4′-di-2-furoylamino-biphenyl. The yield was 81%.

Source