Hydrochloric Acid → 2,3-Dichloro-5-methylpyridine
Reaction equation
[CH:1]([C:3](Cl)([CH3:9])[CH2:4][CH:5]([Cl:8])[C:6]#[N:7])=O.[ClH:11]>[Cu].[Ta]>[Cl:11][C:6]1[C:5]([Cl:8])=[CH:4][C:3]([CH3:9])=[CH:1][N:7]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
18 g of the 4-formyl-2,4-dichlorovaleronitrile obtained in Example 3(a) and 0.1 g of copper powder are heated in a tantalum autoclave for 5 hours to 150° C. after the introduction of 10 g of dry HCl gas under pressure. After they have cooled, the contents of the autoclave are subjected to steam distillation, affording 10.5 g of 2,3-dichloro-5-methylpyridine in the form of colourless crystals with a melting point of 46°-47° C. 1H-NMR spectrum (100 MHz in CDCl3) in ppm: 8.13 (d, 1H, H on C-6); 7.59 (d, 1H, H on C-4); 2.34 (s, 3H, --CH3).
Workup
- temperatureAfter they have cooled
- distillationthe contents of the autoclave are subjected to steam distillation
Sources & evidence
- ORD record
- ord-c7ce290b1ec2476ca0c142b0956e5b6b
- Source dataset
- uspto-grants-1984_09
- Patent number
- US04469896
Reaction notes
Loading…