Sodium Hydroxide → HCID 69206034, compound

HRID 30624Notes

Reaction equation

HRID 30624 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[N:11][NH:12][S:13]([C:16]2[CH:21]=CC(C)=CC=2)(=O)=O)CC)=[CH:4][CH:3]=1.[OH-].[Na+]>S(Cl)(Cl)=O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:11]=[N:12][S:13][C:16]=2[CH3:21])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 84923003N'-[1-(4-Fluorophenyl)propylidene]-4-methylbenzenesulfonohydrazide

Product 1

HCID 69206034HCID 69206034, compoundYield 85.1%

Reagents, catalysts & solvents 1

HCID 24386Thionyl ChlorideSolvent

Procedure

N′-[1-(4-Fluorophenyl)propylidene]-4-methylbenzenesulfonohydrazide (12.0 g) was dissolved in thionyl chloride (30 ml), and the mixture was stirred at room temperature for 1 hr. The reaction mixture was poured into a 1N aqueous sodium hydroxide solution. The precipitated solids were collected by filtration, washed with water and dried with airflow to give 4-(4-fluorophenyl)-5-methyl-1,2,3-thiadiazole (6.19 g, 65%) as a yellow solid.

Workup

  1. filtrationThe precipitated solids were collected by filtration
  2. washwashed with water
  3. customdried with airflow

Sources & evidence

ORD record
ord-2001cff1afc94d028e01be1c8ab61459
Source dataset
uspto-grants-2008_09
Patent number
US07423159B2

Reaction notes

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