Methyl Anthranilate → HCID 178515042, compound

HRID 2264382Notes

Reaction equation

HRID 2264382 reaction equation
Cl[C:2]1[N:11]=[C:10]([O:12]CC)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[C:15](OC)(=[O:23])[C:16]1[C:17](=[CH:19][CH:20]=[CH:21][CH:22]=1)[NH2:18]>C(OCC)(=O)C>[OH:12][C:10]1[C:9]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[N:3]2[C:15](=[O:23])[C:16]3[CH:22]=[CH:21][CH:20]=[CH:19][C:17]=3[N:18]=[C:2]2[N:11]=1

Participants

4

Reactant 2

HCID 8635Methyl AnthranilateHCID 205064452-Chloro-4-ethoxyquinazoline

Product 1

HCID 178515042HCID 178515042, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To the 2-chloro-4-ethoxy-quinazoline (500 mg, 2.40 mmol) in a boiling tube was added methyl anthranilate (372 μL, 2.88 mmol). The mixture was heated with a hot air gun (approx. 400 deg C.) for 15 minutes before cooling to room temperature. The resulting crude product was suspended in ethyl acetate (10 mL) and heated to boiling. The mixture was then cooled and the pure off-white product isolated by filtration (257 mg).

Workup

  1. temperatureThe mixture was heated with a hot air gun (approx. 400 deg C.) for 15 minutes
  2. temperatureheated to boiling
  3. temperatureThe mixture was then cooled
  4. customthe pure off-white product isolated by filtration (257 mg)

Sources & evidence

ORD record
ord-2c411c15cc0f45d2bf4910cbcc1c2221
Source dataset
uspto-grants-2010_12
Patent number
US07855214B2

Reaction notes

Loading…