Ethanethiol → HCID 13088595, compound

HRID 2164704Notes

Reaction equation

HRID 2164704 reaction equation
[CH2:1]([SH:3])[CH3:2].C[O-].[Na+].[Cl:7][C:8]1[CH:13]=[C:12]([Cl:14])[CH:11]=[CH:10][C:9]=1[CH:15]=[C:16]([N:24]1[CH:28]=[N:27][CH:26]=[N:25]1)[C:17](=[O:23])[C:18]([CH3:22])([CH3:21])[CH2:19][F:20]>C(OCC)C>[Cl:7][C:8]1[CH:13]=[C:12]([Cl:14])[CH:11]=[CH:10][C:9]=1[CH:15]([S:3][CH2:1][CH3:2])[CH:16]([N:24]1[CH:28]=[N:27][CH:26]=[N:25]1)[C:17](=[O:23])[C:18]([CH3:22])([CH3:21])[CH2:19][F:20]

Participants

5

Reactant 3

HCID 6343EthanethiolHCID 10942334Sodium MethoxideHCID 54258015HCID 54258015, compound

Product 1

HCID 13088595HCID 13088595, compoundYield 54.6%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
25 °C

Procedure

4.4 ml (0.059 mol) of ethylmercaptan were added to a suspension of 3.19 g (0.059 mol) of sodium methylate in 200 ml of diethyl ether. After 2 hours, 20.2 g (0.059 mol) of 1-(2,4-dichlorophenyl)-4,4-dimethyl-5-fluoro-2-(1,2,4-triazol-1-yl)-pent-1-en-3-one (E isomer) were introduced. The mixture was stirred for 18 hours at 25° C. and was then evaporated down in vacuo. The residue was introduced into water and the mixture was extracted with methylene chloride. The methylene chloride solution was dried over sodium sulphate, filtered and evaporated down in vacuo. The oil which remained was caused to crystallize by stirring with diisopropyl ether. 13 g (54.6% of theory) of 1-(2,4-dichlorophenyl)-4,4-dimethyl-1-ethylthio-5-fluoro-2-(1,2,4-triazol-1-yl)-pentan-3-one, of melting point 130° C., were obtained.

Workup

  1. customwas then evaporated down in vacuo
  2. additionThe residue was introduced into water
  3. extractionthe mixture was extracted with methylene chloride
  4. dry with materialThe methylene chloride solution was dried over sodium sulphate
  5. filtrationfiltered
  6. customevaporated down in vacuo
  7. customto crystallize
  8. stirringby stirring with diisopropyl ether

Sources & evidence

ORD record
ord-2b554d27d3d94737a8e79e5e18ddbab0
Source dataset
uspto-grants-1985_03
Patent number
US04507141

Reaction notes

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