Reaction #172427

Reaction equation

5-[2-(2-benzyloxy-4-dibutylaminophenyl)vinyl]thiophene-2-carboaldehyde

2-(3-cyano-4,5,5-trimethyl-2(5H)-furanylidene)propanedinitrile

ammonium acetate

→

dark brown crystal

Yield 58.4%

2-[4-[2-[5-[2-(2-benzyloxy-4-dibutylaminophenyl) vinyl]thiophene-2-yl]vinyl]-3-cyano-5,5-dimethyl-2(5H)-furanylidene]propanedinitrile

Yield 58.4%

Solvents

ethanol

tetrahydrofuran

Conditions

Workup

1. 1
   workup.STIRRINGfurther stirred
2. 2
   Temperaturewith heating at 50° C. for 7 hours
3. 3
   OtherThe solvent was evaporated off
4. 4
   Washthe residue was washed with ethanol

Procedure

In 10 ml of ethanol and 5 ml of tetrahydrofuran were dissolved 300 mg (0.67 mmol) of 5-[2-(2-benzyloxy-4-dibutylaminophenyl)vinyl]thiophene-2-carboaldehyde and 147 mg (0.74 mmol) of 2-(3-cyano-4,5,5-trimethyl-2(5H)-furanylidene)propanedinitrile. To this mixture was added 52 mg of ammonium acetate, and the mixture was stirred at room temperature for 18 hours and further stirred with heating at 50° C. for 7 hours. The solvent was evaporated off and the residue was washed with ethanol to give 246 mg of a dark brown crystal (yield: 58.4%; mp: 218-219° C.)

Source