HCID 19914719, compound → HCID 19914717, compound

HRID 1090150Notes

Reaction equation

HRID 1090150 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]([OH:23])([CH:16](OS(C)(=O)=O)[CH3:17])[CH2:10][N:11]1[CH:15]=[CH:14][N:13]=[N:12]1.[Na].[CH3:25][SH:26]>CS(C)=O.O>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]([OH:23])([CH:16]([S:26][CH3:25])[CH3:17])[CH2:10][N:11]1[CH:15]=[CH:14][N:13]=[N:12]1

Participants

5

Reactant 2

HCID 19914719HCID 19914719, compoundHCID 45051789Methylmercaptan sodium

Product 1

HCID 19914717HCID 19914717, compoundYield 81%

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent

Conditions

Temperature
55 °C

Procedure

To a solution of 2-(2,4-dichlorophenyl)-3-mesyloxy-1-(triazol-1-yl)butan-2-ol (100 mg; 0.263 mmol) in dimethylsulfoxide (1 ml) was added 15 % aqueous methanethiol sodium salt at room temperature, and the mixture was stirred at 50 to 60° C. for 8 hours. The reaction mixture was diluted with water and extracted with ether. The extract was washed with water, dried over magnesium sulfate and evaporated in vacuo to give 2-(2,4-dichlorophenyl)-3-methylthio-1-(triazol-1-yl)butan-2-ol (71 mg, 81 %) as crystals. m.p., 122-123° C. This compound was identical with Compound 4A obtained in Example 4.

Workup

  1. extractionextracted with ether
  2. washThe extract was washed with water
  3. dry with materialdried over magnesium sulfate
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-2d84d8e61b8c4c3aa68cdc485ace255d
Source dataset
uspto-grants-1992_01
Patent number
US05081139

Reaction notes

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