Ethanone, 1-(2-chlorophenyl)- → HCID 89677132, compound

HRID 2278247Notes

Reaction equation

HRID 2278247 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=O)[CH3:9].S(O)(O)(=O)=O.[CH3:16][NH:17][NH2:18]>C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1/[C:8](=[N:18]\[NH:17][CH3:16])/[CH3:9]

Participants

4

Reactant 2

HCID 72864Ethanone, 1-(2-chlorophenyl)-HCID 165286Methylhydrazine sulfate

Product 1

HCID 89677132HCID 89677132, compoundYield 184.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 100 mL round-bottom flask purged and maintained with an inert atmosphere of nitrogen and charged with 1-(2-chlorophenyl)ethan-1-one (3.80 g, 24.6 mmol, 1.20 equiv), methylhydrazine sulfate (3.00 g, 20.8 mmol, 1.00 equiv) and ethanol (30 mL). The resulting solution was heated to reflux overnight. The reaction progress was monitored by LCMS. The resulting mixture was concentrated under reduced pressure to provide 7.0 g (crude) of (Z)-1-[1-(2-chlorophenyl)ethylidene]-2-methylhydrazine as yellow oil. LCMS (ESI, m/z): 183 [M+H]+.

Workup

  1. customA 100 mL round-bottom flask purged
  2. temperaturemaintained with an inert atmosphere of nitrogen
  3. temperatureThe resulting solution was heated
  4. temperatureto reflux overnight
  5. concentrationThe resulting mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-9987fa3667f94e5e83e4204aa3b20147
Source dataset
uspto-grants-2015_09
Patent number
US09133148B2

Reaction notes

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