Piperonal → HCID 53891596, compound

HRID 1605489Notes

Reaction equation

HRID 1605489 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][C:9]#[N:10])[CH2:3][CH2:2]1.C[O-].[Na+].[CH2:14]1[O:18][C:17]2[CH:19]=[C:20]([CH:23]=O)[CH:21]=[CH:22][C:16]=2[O:15]1>CS(C)=O>[O:1]1[CH2:6][CH2:5][N:4]([CH:7]=[C:8]([CH2:23][C:20]2[CH:21]=[CH:22][C:16]3[O:15][CH2:14][O:18][C:17]=3[CH:19]=2)[C:9]#[N:10])[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 8438PiperonalHCID 782984-MorpholinepropanenitrileHCID 10942334Sodium Methoxide

Product 1

HCID 53891596HCID 53891596, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent2×

Procedure

β-Morpholinopropionitrile (20 g.), dimethylsulphoxide (30 ml.), and sodium methoxide (1 g.) were heated together at 80°C and a solution of piperonaldehyde (19 g.) in dimethylsulphoxide was added. The mixture was reacted at 80°C for 15 min., and on work-up gave β-morpholino-α-piperonylacrylonitrile. Wt.=21 g. (61%) m.p. 85°-85.5°C (recrystallized from methanol).

Workup

  1. customThe mixture was reacted at 80°C for 15 min.

Sources & evidence

ORD record
ord-8eaf413f688446f5a6c83a582db8dfd5
Source dataset
uspto-grants-1976_04
Patent number
US03950378

Reaction notes

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