HCID 21436074, compound → HCID 12781912, compound

HRID 2397593Notes

Reaction equation

HRID 2397593 reaction equation
[CH3:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[CH:7]=[N:8][C:9]1[CH:14]=[C:13]([N+:15]([O-:17])=[O:16])[CH:12]=[CH:11][C:10]=1[OH:18].C([O-])(=O)C.C([O-])(=O)C.C([O-])(=O)C.C([O-])(=O)C.[Pb+4]>C(O)(=O)C.O>[N+:15]([C:13]1[CH:12]=[CH:11][C:10]2[O:18][C:7]([C:3]3[S:4][CH:5]=[CH:6][C:2]=3[CH3:1])=[N:8][C:9]=2[CH:14]=1)([O-:17])=[O:16]

Participants

5

Reactant 2

HCID 21436074HCID 21436074, compoundHCID 178418268HCID 178418268, compound

Product 1

HCID 12781912HCID 12781912, compoundYield 41.5%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

2-[[(3-Methyl-2-thienyl)methylene]amino]-4-nitrophenol (13.1 g, 0.05 mole) is heated to reflux in 500 ml of glacial acetic acid and lead tetraacetate (22.2 g, 0.05 mole) is added to the hot mixture. After heating for 10 minutes, the mixture is diluted with 1 liter of water and the precipitated product collected. The crude material is dissolved in chloroform (350 ml) and treated with activated charcoal. The chloroform is evaporated yielding 5.4 g of product, melting point 174°-176° C.

Workup

  1. temperatureAfter heating for 10 minutes
  2. customthe precipitated product collected
  3. dissolutionThe crude material is dissolved in chloroform (350 ml)
  4. additiontreated with activated charcoal
  5. customThe chloroform is evaporated

Sources & evidence

ORD record
ord-315144fca1484ae3882d5a2887cc46d5
Source dataset
uspto-grants-1977_05
Patent number
US04022781

Reaction notes

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