Dimethylformamide → 2-Sulfo-2-(1-pyrryl)acetyl chloride
Reaction equation
[S:1]([CH:5]([N:9]1[CH:13]=[CH:12][CH:11]=[CH:10]1)[C:6](O)=[O:7])([OH:4])(=[O:3])=[O:2].S(Cl)([Cl:16])=O.CN(C)C=O.CCCCCC>CCOCC>[S:1]([CH:5]([N:9]1[CH:13]=[CH:12][CH:11]=[CH:10]1)[C:6]([Cl:16])=[O:7])([OH:4])(=[O:3])=[O:2]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 40 °C
Procedure
2-Sulfo-2-(1-pyrryl)acetic acid is treated with thionyl chloride in ether at room temperature according to the general procedure in J. Med. Chem., 15, 1105 (1972) until the evolution of gas stops. Dimethylformamide is added, the solution is warmed to about 40° C. for 1 hour. Then ether is added, followed by hexane and the solution cooled to about -25° C. 2-Sulfo-2-(1-pyrryl)acetyl chloride is isolated from the solvent by decantation.
Workup
- temperaturethe solution cooled to about -25° C
Sources & evidence
- ORD record
- ord-e1561fb8a76442beaa3c4d1d9f935f62
- Source dataset
- uspto-grants-1979_04
- Patent number
- US04148998
Reaction notes
Loading…