Water → HCID 13518460, compound

HRID 1982088Notes

Reaction equation

HRID 1982088 reaction equation
[NH:1]1[CH:5]=[N:4][CH:3]=[N:2]1.[H-].[Na+].[Cl:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1([C:18]2[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=2)[O:17][CH2:16]1.O>CN(C=O)C>[N:1]1([CH2:16][C:15]([C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[Cl:8])([C:18]2[CH:19]=[CH:20][C:21]([F:24])=[CH:22][CH:23]=2)[OH:17])[CH:5]=[N:4][CH:3]=[N:2]1

Participants

6

Reactant 4

HCID 962WaterHCID 92571H-1,2,4-TriazoleHCID 24758Sodium hydrideHCID 135184762-(2-Chlorophenyl)-2-(4-fluorophenyl)oxirane

Product 1

HCID 13518460HCID 13518460, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

1,2,4-Triazole (0.04 mol) wasadded portionwise to sodium hydride (0.04 mol) in DMF (40 ml) and the solution stirred at room temperature until effervescence ceased. 1-o-Chlorophenyl-1-p-fluorophenyl ethylene oxide (0.02 mol) in DMF (10 ml) was added dropwise and the solution stirred at 80° for 4 hours. The solution was poured into water and triturated with petroleum ether to give a white crystalline solid which was filtered off and dried. Recrystallisation from petroleum ether (60°-80°)/methylene chloride gave the title compound (70%) as a white crystalline solid, m.p. 115°-116°.

Workup

  1. stirringthe solution stirred at 80° for 4 hours
  2. customtriturated with petroleum ether
  3. customto give a white crystalline solid which
  4. filtrationwas filtered off
  5. customdried
  6. customRecrystallisation from petroleum ether (60°-80°)/methylene chloride

Sources & evidence

ORD record
ord-9232d4c7617e43528e045afa6afb69ce
Source dataset
uspto-grants-1986_06
Patent number
US04595406

Reaction notes

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