3-Fluorobenzoyl chloride → HCID 15733509, compound

HRID 341862Notes

Reaction equation

HRID 341862 reaction equation
[CH3:1][N:2]([C:4]([NH:6][CH3:7])=[S:5])[NH2:3].[F:8][C:9]1[CH:10]=[C:11]([CH:15]=[CH:16][CH:17]=1)[C:12](Cl)=[O:13]>N1C=CC=CC=1>[CH3:1][N:2]([C:4]([NH:6][CH3:7])=[S:5])[NH:3][C:12](=[O:13])[C:11]1[CH:15]=[CH:16][CH:17]=[C:9]([F:8])[CH:10]=1

Participants

4

Reactant 2

HCID 743763-Fluorobenzoyl chlorideHCID 30341872,4-Dimethylthiosemicarbazide

Product 1

HCID 15733509HCID 15733509, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a stirred, room temperature, solution of 2,4-dimethylthiosemicarbazide (5.96 g, 50.0 mmol) and dry pyridine (100 mL) was added dropwise 3-fluorobenzoyl chloride (7.93 g, 50.0 mmol). After stirring overnight, the reaction mixture was evaporated at reduced pressure. The concentrate was slurried with water and that which did not dissolve was collected by filtration. Crystallization of this material from ethanol afforded the desired product as colorless needles, mp 202°-205° C.

Workup

  1. customthe reaction mixture was evaporated at reduced pressure
  2. dissolutiondid not dissolve
  3. filtrationwas collected by filtration
  4. customCrystallization of this material from ethanol

Sources & evidence

ORD record
ord-5115182a487c49d49645869cd541a055
Source dataset
uspto-grants-1999_01
Patent number
US05856350

Reaction notes

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