Sodium Hydroxide → HCID 178460824, compound

HRID 1108654Notes

Reaction equation

HRID 1108654 reaction equation
Cl[C:2]1[C:6]([S:7][CH2:8][CH2:9][CH3:10])=[N:5][S:4][N:3]=1.[OH-:11].[Na+]>CS(C)=O>[CH2:8]([S:7][C:6]1[C:2]([OH:11])=[N:3][S:4][N:5]=1)[CH2:9][CH3:10]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 107742173-chloro-4-propylthio-1,2,5-thiadiazole

Product 1

HCID 178460824HCID 178460824, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

A mixture of 3-chloro-4-propylthio-1,2,5-thiadiazole (10 g), 2 N NaOH (100 mL), and DMSO (10 mL) was heated to reflux for 24 h. The solution was cooled and extracted with ether. The aqueous fraction was acidified with conc. HCl and cooled in ice-water for 3 h. The resulting solid was collected, washed with a small amount of cold water to give a white solid (8.15 g). Recrystallization from heptane gave white crystals, m.p. 84-85° C.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 24 h
  3. temperatureThe solution was cooled
  4. extractionextracted with ether
  5. temperaturecooled in ice-water for 3 h
  6. customThe resulting solid was collected
  7. washwashed with a small amount of cold water

Sources & evidence

ORD record
ord-1f20e853984840afa7ad074227ac5bcc
Source dataset
uspto-grants-2000_05
Patent number
US06069159

Reaction notes

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