Dimethylformamide → cis-3-(Acetylthio)propenoyl chloride
Reaction equation
[C:1]([S:4]/[CH:5]=[CH:6]\[C:7]([OH:9])=O)(=[O:3])[CH3:2].CN(C)C=O.C(Cl)(=O)C([Cl:18])=O>C1(C)C=CC=CC=1>[C:1]([S:4]/[CH:5]=[CH:6]\[C:7]([Cl:18])=[O:9])(=[O:3])[CH3:2]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a mixture of 2.8 g (0.0162 mol) of cis-3-(acetylthio)propenoic acid and 0.1 ml of N,N-dimethylformamide in 50 ml of toluene under nitrogen was added 2.84 ml (0.0325 mol) of oxalyl chloride. After 3 h the solvents were removed to give cis-3-(acetylthio)propenoyl chloride. This crude product was used in the next step without any further purification.
Workup
- customAfter 3 h the solvents were removed
Sources & evidence
- ORD record
- ord-f3a7989ecd9644998d0b39e034085b1b
- Source dataset
- uspto-grants-1994_04
- Patent number
- US05300672
Reaction notes
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