Hydrochloric Acid → HCID 13504093, compound

HRID 1789337Notes

Reaction equation

HRID 1789337 reaction equation
[NH:1]1[CH:5]=[N:4][CH:3]=[N:2]1.[H-].[Na+].[F:8][C:9]([F:31])([F:30])[C:10]1[CH:15]=[CH:14][C:13]([C:16]2([C:20]3[CH:25]=[CH:24][C:23]([C:26]([F:29])([F:28])[F:27])=[CH:22][CH:21]=3)[CH:18]([CH3:19])[O:17]2)=[CH:12][CH:11]=1.Cl>CN(C)C=O.O>[F:8][C:9]([F:30])([F:31])[C:10]1[CH:15]=[CH:14][C:13]([C:16]([C:20]2[CH:25]=[CH:24][C:23]([C:26]([F:29])([F:28])[F:27])=[CH:22][CH:21]=2)([OH:17])[CH:18]([N:1]2[CH:5]=[N:4][CH:3]=[N:2]2)[CH3:19])=[CH:12][CH:11]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 92571H-1,2,4-TriazoleHCID 24758Sodium hydrideHCID 13504092HCID 13504092, compound

Product 1

HCID 13504093HCID 13504093, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent2×

Conditions

Temperature
100 °C

Procedure

1,2,4-1H-triazole was added to a stirred suspension of sodium hydride (0.86 g., 50% dispersion, washed with petroleum ether to remove oil) in dry dimethylformamide (40 cm3). After stirring for 1.5 hours, the oxirane (formed in (b) above) dissolved in dimethylformamide (5 cm3) was added slowly. The mixture was heated at 100° C. for 2 days, then cooled and poured into water, neutralised with dilute hydrochloric acid and the product extracted into ether, which was dried (MgSO1) and concentrated by evaporation of the solvent.

Workup

  1. additionwas added slowly
  2. temperaturecooled
  3. extractionthe product extracted into ether, which
  4. customwas dried (MgSO1)
  5. concentrationconcentrated by evaporation of the solvent

Sources & evidence

ORD record
ord-ab075777cdf646ed84ee3c549480365d
Source dataset
uspto-grants-1987_08
Patent number
US04689337

Reaction notes

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