Methylhydrazine → HCID 21447078, compound

HRID 597213Notes

Reaction equation

HRID 597213 reaction equation
[CH2:1]([C:5]1[O:10][C:9](=[O:11])[C:8]2[CH:12]=[CH:13][C:14]([CH3:16])=[CH:15][C:7]=2[N:6]=1)[C:2]([CH3:4])=O.[CH3:17][NH:18][NH2:19]>C(O)(=O)C>[CH3:17][N:18]1[C:5]([NH:6][C:7]2[C:8](=[CH:12][CH:13]=[C:14]([CH3:16])[CH:15]=2)[C:9]([OH:10])=[O:11])=[CH:1][C:2]([CH3:4])=[N:19]1

Participants

4

Reactant 2

HCID 6061MethylhydrazineHCID 214470767-Methyl-2-(2-oxopropyl)-4H-3,1-benzoxazin-4-one

Product 1

HCID 21447078HCID 21447078, compoundYield 49.3%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The benzoxazinone of Example 1 (15.31 g., 0.071 mole) was added to a solution of methylhydrazine (3.90 g., 0.085 mole) in acetic acid (150 ml.) and the resultant solution was stirred at 80° C. for 2.5 hours. The solvent was removed and the product was recrystallized (acetonitrile) to yield N-(1,3-dimethyl-5-pyrazolyl)-4-methylanthranilic acid (8.59 g., 49 percent), mp 188°-192° C.

Workup

  1. customThe solvent was removed
  2. customthe product was recrystallized (acetonitrile)

Sources & evidence

ORD record
ord-79c9963a186a4ef89fac749fd85b17cc
Source dataset
uspto-grants-1977_03
Patent number
US04013665

Reaction notes

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