3-Methyl-2-thiophenecarboxaldehyde → HCID 21436074, compound

HRID 918071Notes

Reaction equation

HRID 918071 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[C:6]([NH2:11])[CH:5]=1)([O-:3])=[O:2].[CH3:12][C:13]1[CH:17]=[CH:16][S:15][C:14]=1[CH:18]=O>C(O)C>[CH3:12][C:13]1[CH:17]=[CH:16][S:15][C:14]=1[CH:18]=[N:11][C:6]1[CH:5]=[C:4]([N+:1]([O-:3])=[O:2])[CH:9]=[CH:8][C:7]=1[OH:10]

Participants

4

Reactant 2

HCID 799113-Methyl-2-thiophenecarboxaldehydeHCID 36133892-Amino-4-Nitrophenol

Product 1

HCID 21436074HCID 21436074, compoundYield 91.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 4-nitro-o-aminophenol (15.4 g, 0.1 mole) in 200 ml of ethanol, 3-methyl-2-thiophene carboxaldehyde (12.6 g, 0.1 mole) is added at room temperature. The mixture is allowed to stir for 1 hour and the precipitated yellow Schiff's Base is collected. Crystallization from acetonitrile yields 24.1 g of product, melting point 169°-171°C.

Workup

  1. customthe precipitated yellow Schiff's Base is collected
  2. customCrystallization from acetonitrile

Sources & evidence

ORD record
ord-92036d1fcaf64bf29dc56309687528e7
Source dataset
uspto-grants-1976_07
Patent number
US03969351

Reaction notes

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