Water → HCID 13823794, compound

HRID 1193430Notes

Reaction equation

HRID 1193430 reaction equation
Br[C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:17])([F:16])[F:15])=[CH:9][C:8]=2[Cl:18])[N:5]=[CH:4][C:3]=1[N+:19]([O-:21])=[O:20].[CH3:22][O:23][CH2:24][CH2:25][NH2:26].O>O1CCOCC1>[Cl:18][C:8]1[CH:9]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:11]=[C:12]([Cl:13])[C:7]=1[N:6]1[C:2]([NH:26][CH2:25][CH2:24][O:23][CH3:22])=[C:3]([N+:19]([O-:21])=[O:20])[CH:4]=[N:5]1

Participants

5

Reactant 3

HCID 962WaterHCID 80182-MethoxyethylamineHCID 13689612HCID 13689612, compound

Product 1

HCID 13823794HCID 13823794, compoundYield 55.1%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

12.0 g (0.03 mole) of 5-bromo-1-(2,6-dichloro-4-trifluoromethylphenyl)-4-nitro-pyrazole and 10 g (0.13 mole) of 2-methoxyethylamine are stirred in 50 ml of dioxane at 50° C. to 60° C. for 12 hours. For working up, the cooled reaction mixture is poured into water and extracted several times with chloroform. The combined organic phases are washed with water, dried over sodium sulphate and concentrated in vacuo and the residue is crystallized with ligroin. 6.6 g (55% of theory) of 1-(2,6-dichloro-4-trifluoromethyl-phenyl)-5-(2-methoxyethylamino)-4-nitro-pyrazole of melting point 85° C.-90° C. are obtained.

Workup

  1. customthe cooled reaction mixture
  2. extractionextracted several times with chloroform
  3. washThe combined organic phases are washed with water
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated in vacuo
  6. customthe residue is crystallized with ligroin

Sources & evidence

ORD record
ord-be8b708b503f4242b4dc91af0589143d
Source dataset
uspto-grants-1989_03
Patent number
US04810283

Reaction notes

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