Hydrochloric Acid → 2-(2-Nitro-vinyl)-thiophene
Reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]=O.[CH3:8][N+:9]([O-:11])=[O:10].[OH-].[Na+].Cl>O.CO>[N+:9]([CH:8]=[CH:6][C:2]1[S:1][CH:5]=[CH:4][CH:3]=1)([O-:11])=[O:10]Participants
7
Reactant 4
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- -5 °C
Procedure
To 7.85 g (0.07 mol) of 2-thiophenecarboxaldehyde were added 148 ml of MeOH and 12.82 g (0.210 mol) of CH3NO2 ; and 74 ml of 50% aqueous solution of NaOH was added dropwise to the mixture with stirring at -5° C. After being stirred at 10° C. for 1 hr., the reaction solution was poured into a mixture of 296 ml of 36% HCl and 493 ml of water at 0° C. The crystals separating out were collected by filtration and washed with water, whereby 6.65 g (Yield : 61.2%) of the objective compound, 2-(2-nitroethenyl)thiophene (d-1) was obtained as greenish brown crystals.
Workup
- stirringAfter being stirred at 10° C. for 1 hr
- customThe crystals separating out
- filtrationwere collected by filtration
- washwashed with water, whereby 6.65 g (Yield : 61.2%) of the objective compound
Sources & evidence
- ORD record
- ord-8e92655b606049edb55aa1ad7d76ebdd
- Source dataset
- uspto-grants-1989_06
- Patent number
- US04839365
Reaction notes
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