4-Fluorophenyl isothiocyanate → HCID 86677560, compound

HRID 2368531Notes

Reaction equation

HRID 2368531 reaction equation
[NH:1]([C:3](=[O:15])[C:4]([N:6]([CH3:14])[CH2:7][C:8]1[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=1)=[O:5])[NH2:2].[F:16][C:17]1[CH:22]=[CH:21][C:20]([N:23]=[C:24]=[S:25])=[CH:19][CH:18]=1>CCO>[F:16][C:17]1[CH:22]=[CH:21][C:20]([NH:23][C:24]([NH:2][NH:1][C:3](=[O:15])[C:4]([N:6]([CH3:14])[CH2:7][C:8]2[CH:9]=[CH:10][N:11]=[CH:12][CH:13]=2)=[O:5])=[S:25])=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 152414-Fluorophenyl isothiocyanateHCID 43564610HCID 43564610, compound

Product 1

HCID 86677560HCID 86677560, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-hydrazinyl-N-methyl-2-oxo-N-(pyridin-4-ylmethyl)acetamide (78) (0.96 g, 4.61 mmol) and 4-fluorophenyl isothiocyanate (0.71 g, 4.16 mmol) in EtOH was refluxed for 2 h. The reaction was cooled down to room temperature and concentrated in vacuo to afford 2-(2-((4-fluorophenyl)carbamothioyl)hydrazinyl)-N-methyl-2-oxo-N-(pyridin-4-ylmethyl)acetamide (79) as yellow crystals was obtained in a quantitative yield.

Workup

  1. temperaturewas refluxed for 2 h
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-8ce885fe3b7e4ab69128c0d7d0ede0ea
Source dataset
uspto-grants-2014_04
Patent number
US08703776B2

Reaction notes

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