Pyridine → Formamide, N,N-dimethyl-, compd. with sulfur trioxide (1:1)
Reaction equation
N1C=CC=CC=1.Cl[S:8]([OH:11])(=[O:10])=[O:9].[CH3:12][N:13]([CH3:16])[CH:14]=[O:15]>>[CH3:12][N:13]([CH3:16])[CH:14]=[O:15].[S:8](=[O:11])(=[O:10])=[O:9]Participants
4
Procedure
On the contrary, when a tertiary amine such as pyridine is mixed with dimethyl formamide and then chlorosulfonic acid is added to the mixture, dimethyl formamide-sulfur trioxide is formed as well as the case adding the tertiary amine to a mixture of dimethyl formamide and chlorosulfonic acid. When the mixture is used for the reaction of L-ascorbic acid in which the 5- and 6-positions are protected by a ketone or aldehyde the yield of the product is remarkably high and the product in the reaction mixture is crystallized in high degree.
Sources & evidence
- ORD record
- ord-dec42ff7d76b46ad82e8794937b2603f
- Source dataset
- uspto-grants-1978_01
- Patent number
- US04071534
Reaction notes
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