Triethylamine → HCID 13373962, compound

HRID 1632229Notes

Reaction equation

HRID 1632229 reaction equation
C(N(CC)CC)C.[CH3:8][N:9]1[C:13]([S:14]([CH2:17][CH2:18]Cl)(=[O:16])=[O:15])=[C:12]([Cl:20])[C:11]([Cl:21])=[N:10]1>C(COC)OC>[CH3:8][N:9]1[C:13]([S:14]([CH:17]=[CH2:18])(=[O:16])=[O:15])=[C:12]([Cl:20])[C:11]([Cl:21])=[N:10]1

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 13373961HCID 13373961, compound

Product 1

HCID 13373962HCID 13373962, compound

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

To a solution of 2.2 g (0.022 moles) triethylamine in 75 ml dimethoxyethane, 5 g (0.018 moles) 1-methyl-3,4-dichloro-5-(2-chloroethylsulfonyl)pyrazole were added. The reaction mixture was stirred at ambient temperature for about one hour and then heated to reflux and refluxed about 2 hours. The reaction mixture was filtered, and the filtrate was stripped to give a yellow oil. The oil was chromatographed on silica gel eluting with methylene chloride yielding a thick oil which crystallized upon cooling with dry ice. Recrystallization from methylene chloride-hexane gave the product as a white solid, melting point 66°-69° C.

Workup

  1. temperatureheated
  2. temperatureto reflux
  3. temperaturerefluxed about 2 hours
  4. filtrationThe reaction mixture was filtered
  5. customto give a yellow oil
  6. customThe oil was chromatographed on silica gel eluting with methylene chloride yielding a thick oil which
  7. customcrystallized
  8. temperatureupon cooling with dry ice
  9. customRecrystallization from methylene chloride-hexane

Sources & evidence

ORD record
ord-5b2facec2b954355b536a232b0cc3482
Source dataset
uspto-grants-1984_10
Patent number
US04474797

Reaction notes

Loading…