1,4-Dioxane → HCID 19811953, compound

HRID 373143Notes

Reaction equation

HRID 373143 reaction equation
[SH:1][C:2]1[O:3][C:4]([C:7]2[O:11][C:10]([CH3:12])=[N:9][N:8]=2)=[N:5][N:6]=1.O1CCOCC1.Br[CH2:20][CH2:21][C:22]([F:26])=[C:23]([F:25])[F:24]>CN(C)C=O>[F:26][C:22](=[C:23]([F:25])[F:24])[CH2:21][CH2:20][S:1][C:2]1[O:3][C:4]([C:7]2[O:11][C:10]([CH3:12])=[N:9][N:8]=2)=[N:5][N:6]=1

Participants

5

Reactant 3

HCID 312751,4-DioxaneHCID 663334-Bromo-1,1,2-trifluorobut-1-eneHCID 178433997HCID 178433997, compound

Product 1

HCID 19811953HCID 19811953, compoundYield 54.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3.7 g of 2-mercapto-5-(2-methyl-1,3,4-oxadiazol-5-yl)-1,3,4-oxadiazole according to Example H1 are initially introduced into a mixture of 36 ml of dioxane and 4 ml of dimethylformamide, and 2.24 g of potassium t-butylate are added, while stirring. 4.2 g of 4-bromo-1,1,2-trifluorobut-1-ene are added dropwise and the mixture is stirred overnight at room temperature. After the salts have been filtered off, the solvents are distilled off in vacuo, the residue is taken up in methylene chloride, the solution is washed with water and 1-normal sodium hydroxide solution in succession and the solvent is evaporated off in vacuo. 3.2 g of the desired compound of melting point 77°-79° C. are obtained as the residue.

Workup

  1. additionare added
  2. stirringthe mixture is stirred overnight at room temperature
  3. filtrationAfter the salts have been filtered off
  4. distillationthe solvents are distilled off in vacuo
  5. washthe solution is washed with water and 1-normal sodium hydroxide solution in succession
  6. customthe solvent is evaporated off in vacuo

Sources & evidence

ORD record
ord-86c55bdacd14474e82c0066a86653677
Source dataset
uspto-grants-1992_11
Patent number
US05162349

Reaction notes

Loading…