Triethylamine → 298221-40-6

HRID 1841629Notes

Reaction equation

HRID 1841629 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:14])=[C:6]2[NH:12][C:11](=O)[O:10][C:8](=[O:9])[C:7]=12.C(N(CC)CC)C>CO>[NH2:12][C:6]1[C:5]([CH3:14])=[CH:4][CH:3]=[C:2]([Cl:1])[C:7]=1[C:8]([O:10][CH3:11])=[O:9]

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 22890221HCID 22890221, compound

Product 1

HCID 23446878298221-40-6

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

110 g (0.52 mol) of 6-chloro-3-methylisatoic anhydride were introduced into a mixture of 750 ml of methanol and 47.6 g (0.47 mol) of triethylamine at 22° C. with stirring and the mixture was then stirred at 65° C. for 2 h. The reaction mixture was concentrated in vacuo, and the residue was taken up in methylene chloride and extracted 3× with 0.5 N sodium hydroxide solution. After drying over magnesium sulfate, filtering through silica gel and concentrating in vacuo, 45.5 g (43.8% of theory) of the title compound were obtained as a colorless oil of nD23=1.5765.

Workup

  1. stirringthe mixture was then stirred at 65° C. for 2 h
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. extractionextracted 3× with 0.5 N sodium hydroxide solution
  4. dry with materialAfter drying over magnesium sulfate
  5. filtrationfiltering through silica gel
  6. concentrationconcentrating in vacuo, 45.5 g (43.8% of theory) of the title compound
  7. customwere obtained as a colorless oil of nD23=1.5765

Sources & evidence

ORD record
ord-b568a890c9b84a9aac09e73c3e5749bc
Source dataset
uspto-grants-2004_01
Patent number
US06683213B1

Reaction notes

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