1,1-Dimethylhydrazine → HCID 4050175, compound

HRID 1816268Notes

Reaction equation

HRID 1816268 reaction equation
[C:1]12[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=1)[NH:6]C(=O)O[C:2]2=[O:3].[CH3:13][N:14]([CH3:16])[NH2:15]>C(O)C>[CH3:13][N:14]([CH3:16])[NH:15][C:2](=[O:3])[C:1]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[NH2:6]

Participants

4

Reactant 2

HCID 59761,1-DimethylhydrazineHCID 8359Isatoic Anhydride

Product 1

HCID 4050175HCID 4050175, compoundYield 29.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Isatoic anhydride (5.0 g, 30.6 mmol), 35 mL of absolute ethanol and anhydrous 1,1-dimethylhydrazine (2.56 mL, 33.6 mmol) were refluxed for 2 hours. The volatiles were removed in vacuo. The residue was purified by silica gel flash chromatography using 5-10% methanol in dichloromethane. Concentration in vacuo produced 1.60 g of 2-aminobenzoic acid N′,N′-dimethylhydrazide.

Workup

  1. customThe volatiles were removed in vacuo
  2. customThe residue was purified by silica gel flash chromatography
  3. concentrationConcentration in vacuo

Sources & evidence

ORD record
ord-cebd61fc613f42e28e5eebe869d5ee02
Source dataset
uspto-grants-2005_04
Patent number
US06884801B1

Reaction notes

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