1H-1,2,4-Triazole → HCID 44126848, compound

HRID 1770361Notes

Reaction equation

HRID 1770361 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([O:8][C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)[CH:5]=[CH:4][C:3]=1[C:16]1([CH3:19])[CH2:18][O:17]1.[NH:20]1[CH:24]=[N:23][CH:22]=[N:21]1.[OH-].[Na+]>CN1C(=O)CCC1>[Cl:1][C:2]1[CH:7]=[C:6]([O:8][C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)[CH:5]=[CH:4][C:3]=1[C:16]([OH:17])([CH3:19])[CH2:18][N:20]1[CH:24]=[N:23][CH:22]=[N:21]1

Participants

5

Reactant 3

HCID 92571H-1,2,4-TriazoleHCID 14798Sodium HydroxideHCID 23039700HCID 23039700, compound

Product 1

HCID 44126848HCID 44126848, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
110 °C

Procedure

A mixture of 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-2-methyloxirane (109 g), 1,2,4-triazole (27 g) and sodium hydroxide (16 g) in NMP (1 L) was heated to 110° C. for 1 h. The reaction mixture was then partitioned between MTBE and aq. NaHCO3 solution and the aq. phase was extracted twice with MTBE. The combined organic phases were washed with water (2×), dried and evaporated. The crude product was crystallized from diisopropyl ether.

Workup

  1. customThe reaction mixture was then partitioned between MTBE and aq. NaHCO3 solution
  2. extractionthe aq. phase was extracted twice with MTBE
  3. washThe combined organic phases were washed with water (2×)
  4. customdried
  5. customevaporated
  6. customThe crude product was crystallized from diisopropyl ether

Sources & evidence

ORD record
ord-f381336cc96d4fc8ae01156e6b15ff59
Source dataset
uspto-grants-2016_02
Patent number
US09247746B2

Reaction notes

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