Hydrochloric Acid → HCID 21218510, compound

HRID 1585470Notes

Reaction equation

HRID 1585470 reaction equation
Cl.[F:2][C:3]([C:6]1[CH:20]=[CH:19][CH:18]=[CH:17][C:7]=1[O:8][C:9]1[C:14]([C:15]#N)=[N:13][CH:12]=[CH:11][N:10]=1)([F:5])[F:4].[OH2:21].[CH3:22][OH:23]>>[F:2][C:3]([C:6]1[CH:20]=[CH:19][CH:18]=[CH:17][C:7]=1[O:8][C:9]1[C:14]([C:15]([O:23][CH3:22])=[O:21])=[N:13][CH:12]=[CH:11][N:10]=1)([F:5])[F:4]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 962WaterHCID 21218513HCID 21218513, compound

Product 1

HCID 21218510HCID 21218510, compound

Procedure

A stream of dry hydrogen chloride is passed into a solution of 5.3 g (20 mmol) of 2-(trifluoromethylphenoxy)-3-cyanopyrazine in 320 ml of dry methanol at 0° C. until saturation is reached. The reaction mixture is cooled to room temperature and, after 2 hours, 320 ml of distilled water are added. The solution is extracted with diethyl ether and the organic phase is washed with distilled water, dried over magnesium sulfate, filtered and freed from the solvent under reduced pressure. The crude product is purified by chromatography (silica gel, cyclohexane/ethyl acetate 10/1 (v/v)). 2.2 g (37%) of colorless, crystalline solid of melting point 83-85° C. are obtained.

Workup

  1. extractionThe solution is extracted with diethyl ether
  2. washthe organic phase is washed with distilled water
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. customThe crude product is purified by chromatography (silica gel, cyclohexane/ethyl acetate 10/1 (v/v))
  6. custom2.2 g (37%) of colorless, crystalline solid of melting point 83-85° C. are obtained

Sources & evidence

ORD record
ord-1063d0a9660e4b3894c7539acfe86586
Source dataset
uspto-grants-1999_08
Patent number
US05939359

Reaction notes

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