Hydrochloric Acid → HCID 58011854, compound

HRID 660848Notes

Reaction equation

HRID 660848 reaction equation
[F:1][C:2]1[CH:17]=[CH:16][CH:15]=[CH:14][C:3]=1[C:4]([NH:6][NH:7][C:8]([NH:10][CH:11]1[CH2:13][CH2:12]1)=[O:9])=O.Cl>[OH-].[Na+]>[CH:11]1([N:10]2[C:4]([C:3]3[CH:14]=[CH:15][CH:16]=[CH:17][C:2]=3[F:1])=[N:6][NH:7][C:8]2=[O:9])[CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 47131768HCID 47131768, compound

Product 1

HCID 58011854HCID 58011854, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent2×

Procedure

0.89 g (3.75 mmol) of 2-(2-fluorobenzoyl)-N-cyclopropylhydrazinecarboxamide from Example 3A are heated under reflux in 3.75 ml 2 N aqueous sodium hydroxide for about 45 hrs. To complete the reaction, a further 5 ml 6 N aqueous sodium hydroxide are added and the mixture heated once more under reflux for 6 hrs. After cooling, it is acidified with 1 N hydrochloric acid with stirring and the reaction mixture extracted three times with ethyl acetate. The combined organic phases are dried over magnesium sulphate and concentrated. 0.74 g (73% of theory) of the target compound are thus obtained, which is further reacted without further purification.

Workup

  1. customthe reaction
  2. temperaturethe mixture heated once more
  3. temperatureunder reflux for 6 hrs
  4. temperatureAfter cooling
  5. extractionthe reaction mixture extracted three times with ethyl acetate
  6. dry with materialThe combined organic phases are dried over magnesium sulphate
  7. concentrationconcentrated
  8. custom0.74 g (73% of theory) of the target compound are thus obtained
  9. customwhich is further reacted without further purification

Sources & evidence

ORD record
ord-804c1440b11e44fe8938a6d1065ae323
Source dataset
uspto-grants-2011_12
Patent number
US08084481B2

Reaction notes

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