Phenylhydrazine → HCID 131733676, compound

HRID 1476692Notes

Reaction equation

HRID 1476692 reaction equation
ClC1C2O[CH:8]([C:11]([C:13]3[S:14][CH:15]=[CH:16][CH:17]=3)=O)OC=2C(Cl)=C(Cl)C=1Cl.[C:21]1([NH:27][NH2:28])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C(O)C>[S:14]1[CH:15]=[CH:16][CH:17]=[C:13]1[C:11](=[N:28][NH:27][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[CH:8]=[N:28][NH:27][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

4

Reactant 2

HCID 7516PhenylhydrazineHCID 12752104HCID 12752104, compound

Product 1

HCID 131733676HCID 131733676, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of (4,5,6,7-tetrachlorobenzo[d][1,3]dioxol-2-yl)(thiophen-2-yl)methanone (1 g, 2.70 mmol) and phenyl hydrazine (880 mg, 8.13 mmol) in ethanol (14 mL) was heated under reflux for 30 minutes. The reaction mixture was then cooled in an ice bath. A solid precipitated, and the precipitate was collected by filtration and washed with hexane. Crude 2,2′-(1-(thiophen-2-yl)ethane-1,2-diylidene)bis(1-phenylhydrazine) was obtained as a brown solid (500 mg, 57.8% yield) and used in the next step without further purification.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 30 minutes
  3. temperatureThe reaction mixture was then cooled in an ice bath
  4. customA solid precipitated
  5. filtrationthe precipitate was collected by filtration
  6. washwashed with hexane

Sources & evidence

ORD record
ord-12cb41b9b5e545edb357693a708b51fc
Source dataset
uspto-grants-2016_08
Patent number
US09402397B2

Reaction notes

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