Dimethylformamide → 5-Fluorothiophene-2-carbonyl chloride
Reaction equation
[F:1][C:2]1[S:6][C:5]([C:7]([OH:9])=O)=[CH:4][CH:3]=1.S(Cl)([Cl:12])=O.CN(C=O)C>C(Cl)Cl>[F:1][C:2]1[S:6][C:5]([C:7]([Cl:12])=[O:9])=[CH:4][CH:3]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of the title compound of Example 2 (200 mg, 1.37 mmol), thionyl chloride (500 μl, 6.85 mmol) and DMF (20 μl) in dry methylene chloride was refluxed for 2 hours. The solvents were evaporated and the residue dried in vacuo to give 183 mg (81%) of the title product as a brown solid, mp 123-5 C. 1H-NMR (CDCl3): δ 7.74 (m, 1H), 6.64 (m, 1H),). GC-MS (m/e, %) 166/164 (M+, 11), 129(100).
Workup
- temperaturewas refluxed for 2 hours
- customThe solvents were evaporated
- customthe residue dried in vacuo
Sources & evidence
- ORD record
- ord-6606681330704b27b9792a102bdf3fb9
- Source dataset
- uspto-grants-2000_03
- Patent number
- US06043379
Reaction notes
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