Diethylamine → HCID 21409562, compound

HRID 2071869Notes

Reaction equation

HRID 2071869 reaction equation
Cl[C:2]1[S:3][C:4]([N+:10]([O-:12])=[O:11])=[CH:5][C:6]=1[N+:7]([O-:9])=[O:8].[CH2:13]([NH:15][CH2:16][CH3:17])[CH3:14]>CO>[CH2:13]([N:15]([C:2]1[S:3][C:4]([N+:10]([O-:12])=[O:11])=[CH:5][C:6]=1[N+:7]([O-:9])=[O:8])[CH2:16][CH3:17])[CH3:14]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 2229472-chloro-3,5-dinitrothiophene

Product 1

HCID 21409562HCID 21409562, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 8.9 g (0.042 mol) 2-chloro-3,5-dinitrothiophene, 6.2 g (0.084 mol) diethylamine and 100 ml methanol was heated under reflux for 1/2 hour. The reaction mixture was evaporated under reduced pressure, washed with water and extracted with ether. The ether extracts were dried and evaporated to give an oil. The oil was chromatographed on silica gel (30% ether-hexane eluant) to give 7.0 g of product as an amber oil. Elemental analysis for C8H11N3O4S showed: %S, calc. 13.05, found 13.05.

Workup

  1. temperatureunder reflux for 1/2 hour
  2. customThe reaction mixture was evaporated under reduced pressure
  3. washwashed with water
  4. extractionextracted with ether
  5. dry with materialThe ether extracts were dried
  6. customevaporated
  7. customto give an oil
  8. customThe oil was chromatographed on silica gel (30% ether-hexane eluant)

Sources & evidence

ORD record
ord-3011bc4c5ba743869f3110ccb235f644
Source dataset
uspto-grants-1977_09
Patent number
US04049421

Reaction notes

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