1,2-Dimethoxyethane → HCID 22013554, compound

HRID 1532572Notes

Reaction equation

HRID 1532572 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:9]2[C:13]([Cl:14])=[C:12]([C:15]([F:18])([F:17])[F:16])[N:11]([CH3:19])[N:10]=2)=[N:6][C:7]=1Cl.[CH2:20](COC)[O:21]C.C[O-].[Na+]>CO.C(OCC)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:9]2[C:13]([Cl:14])=[C:12]([C:15]([F:18])([F:17])[F:16])[N:11]([CH3:19])[N:10]=2)=[N:6][C:7]=1[O:21][CH3:20]

Participants

6

Reactant 3

HCID 80711,2-DimethoxyethaneHCID 10942334Sodium MethoxideHCID 20677192HCID 20677192, compound

Product 1

HCID 22013554HCID 22013554, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3283Diethyl EtherSolvent

Conditions

Temperature
0 °C

Procedure

1.0 g of 3-(5,6-dichloro-2-pyridyl)-4-chloro-5-trifluoromethyl-1-methyl-[1 H]-pyrazole (Example H20) is initially introduced into 5 ml of dry dimethoxyethane. After the solution has been cooled to 0° C., 0.61 ml of a 5.4 molar solution of sodium methylate in methanol is added dropwise and the mixture is subsequently stirred at 25° C. for 2 days. The reaction mixture is taken up in diethyl ether and washed successively with 0.5 N hydrochloric acid, water and brine. After drying over sodium sulfate, the mixture is filtered and the filtrate is concentrated to dryness in vacuo. 0.94 g of the desired title compound is obtained as a white solid.

Workup

  1. washwashed successively with 0.5 N hydrochloric acid, water and brine
  2. dry with materialAfter drying over sodium sulfate
  3. filtrationthe mixture is filtered
  4. concentrationthe filtrate is concentrated to dryness in vacuo

Sources & evidence

ORD record
ord-9975df22ef4646f4ab8ce85adccef4d4
Source dataset
uspto-grants-2001_03
Patent number
US06204221B1

Reaction notes

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