Malonic Acid → 3-(5-Cyano-2-thiophenyl)-propenoic acid
Reaction equation
[C:1]([C:3]1[S:7][C:6]([CH:8]=O)=[CH:5][CH:4]=1)#[N:2].C(O)(=O)[CH2:11][C:12]([OH:14])=[O:13]>N1C=CC=CC=1.N1CCCCC1>[C:1]([C:3]1[S:7][C:6]([CH:8]=[CH:11][C:12]([OH:14])=[O:13])=[CH:5][CH:4]=1)#[N:2]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
A stirred solution of 5-cyano-2-thiophene carboxaldehyde (3.3 g) and malonic acid (2.5 g) in pyridine (35 ml) and piperidine (0.7 ml) was heated under reflux for 2 hours adding further malonic acid (1.3 g) after 1 hour. The solution was evaporated and the residue was stirred with M hydrochloric acid solution (100 ml) to give a pale solid which was washed with water and dried, m.p. ca 260° C. (subliming).
Workup
- temperatureunder reflux for 2 hours
- customThe solution was evaporated
- customto give a pale solid which
- washwas washed with water
- customdried
Sources & evidence
- ORD record
- ord-5974a54b8de34cc1931a9ce2ebd93e8e
- Source dataset
- uspto-grants-1989_12
- Patent number
- US04886885
Reaction notes
Loading…