Hydrochloric Acid → HCID 86757069, compound

HRID 1069442Notes

Reaction equation

HRID 1069442 reaction equation
[C:1]1([SH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N(CC)CC)C.[CH3:15][C:16]1[N:21]([CH2:22][C:23]([O:25][CH3:26])=[O:24])[C:20](=[O:27])[C:19]([N+:28]([O-:30])=[O:29])=[C:18](OS(C(F)(F)F)(=O)=O)[CH:17]=1.Cl>O1CCCC1>[CH3:15][C:16]1[N:21]([CH2:22][C:23]([O:25][CH3:26])=[O:24])[C:20](=[O:27])[C:19]([N+:28]([O-:30])=[O:29])=[C:18]([S:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH:17]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7969ThiophenolHCID 8471TriethylamineHCID 11079278Methyl 6-methyl-3-nitro-2-oxo-4-[[(trifluoromethyl)sulphonyl]oxy]-1,2-dihydropyridine-1-acetate

Product 1

HCID 86757069HCID 86757069, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1.5 ml (14.6 mmol) of thiophenol are placed in 20 ml of tetrahydrofuran and 2.1 ml (15.1 mmol) of triethylamine are added. 5.24 g (14 mmol) of methyl 6-methyl-3-nitro-2-oxo-4- [[(trifluoromethyl)sulphonyl]-oxy]-1,2-dihydropyridine-1-acetate are added dropwise at room temperature, the mixture is left for 5 minutes at room temperature and then it is poured over 20 ml of a 1 N aqueous hydrochloric acid solution. The reaction medium is extracted with twice 20 ml of dichloromethane, washed with 20 ml of a saturated sodium chloride solution and dried over magnesium sulphate and evaporated to dryness. The residue is washed with ether and it is dried.

Workup

  1. extractionThe reaction medium is extracted with twice 20 ml of dichloromethane
  2. washwashed with 20 ml of a saturated sodium chloride solution
  3. dry with materialdried over magnesium sulphate
  4. customevaporated to dryness
  5. washThe residue is washed with ether and it
  6. customis dried

Sources & evidence

ORD record
ord-0dc52b7b6a7e4bf4a534d485163707c0
Source dataset
uspto-grants-2001_06
Patent number
US06252082B1

Reaction notes

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