Formamidine acetate → HCID 178486915, compound

HRID 536068Notes

Reaction equation

HRID 536068 reaction equation
[NH2:1][C:2]1[C:7]([C:8](OC)=[O:9])=[C:6]([O:12][CH3:13])[C:5]([O:14][CH3:15])=[C:4]([O:16][CH3:17])[CH:3]=1.C(O)(=O)C.[CH:22](N)=[NH:23]>COCCO>[CH3:13][O:12][C:6]1[C:5]([O:14][CH3:15])=[C:4]([O:16][CH3:17])[CH:3]=[C:2]2[C:7]=1[C:8](=[O:9])[N:23]=[CH:22][NH:1]2

Participants

4

Reactant 2

HCID 160693Formamidine acetateHCID 606724Methyl 6-amino-2,3,4-trimethoxybenzoate

Product 1

HCID 178486915HCID 178486915, compoundYield 35.6%

Reagents, catalysts & solvents 1

HCID 80192-MethoxyethanolSolvent

Procedure

A solution of methyl 6-amino-2,3,4-tris(methyloxy)benzoate (2.87 g, 11.90 mmol) and formamidine acetate (3.72 g, 35.7 mmol) in 2-methoxyethanol (25 mL) was stirred at 125° C. for 2 hrs before being concentrated. The residue was suspended in water and the solid was collected by filtration, washed with water, and dried under vacuum (45° C.) to give 5,6,7-tris(methyloxy)-4(1H)-quinazolinone (1 g, 34%) as a light brown solid. MS (m/z) 237.1 (M+H+).

Workup

  1. concentrationbefore being concentrated
  2. filtrationthe solid was collected by filtration
  3. washwashed with water
  4. customdried under vacuum (45° C.)

Sources & evidence

ORD record
ord-f4a7cc9de3af42c8a7e1ed61ebc9cfa1
Source dataset
uspto-grants-2014_10
Patent number
US08859571B2

Reaction notes

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