1,4-Dichloro-cis-2-butene → cis-1,4-Bis-(N-acetyl-N-cyanoamino)-but-2-ene
Reaction equation
Cl[CH2:2]/[CH:3]=[CH:4]\[CH2:5]Cl.[C:7]([NH:10][C:11]#[N:12])(=[O:9])[CH3:8].[Na]>CC(N(C)C)=O>[C:7]([N:10]([CH2:2]/[CH:3]=[CH:4]\[CH2:5][N:10]([C:11]#[N:12])[C:7](=[O:9])[CH3:8])[C:11]#[N:12])(=[O:9])[CH3:8]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
25.0 g (0.2 mol) of cis-1,4-dichlorobut-2-ene and 46.7 g (0.4 mol+10% excess) of sodium acetylcyanamide are reacted in 80 ml of dimethylacetamide at 70°-88° C. for 4 hours. The reaction mixture is then filtered with suction, the filtrate is introduced into 400 g of ice and the resulting suspension is filtered. The residue is dried over phosphorus pentoxide at room temperature under 0.13 mbar to give 29.4 g (66.7% of theory) of the desired compound, which has a melting point of 73.8°-75.2° C.