o-Vanillin → HCID 136400711, compound

HRID 1038933Notes

Reaction equation

HRID 1038933 reaction equation
[CH3:1][C:2]1[N:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:10](=[O:18])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[OH:19][C:20]1[C:27]([O:28]C)=[CH:26][CH:25]=[CH:24][C:21]=1[CH:22]=O.CC([O-])=O.[Na+]>CC(O)=O>[OH:19][C:20]1[C:27]([OH:28])=[CH:26][CH:25]=[CH:24][C:21]=1[CH:22]=[CH:1][C:2]1[N:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:10](=[O:18])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1

Participants

5

Reactant 3

HCID 8991o-VanillinHCID 633784(3H)-Quinazolinone, 2-methyl-3-phenyl-HCID 517045Sodium Acetate

Product 1

HCID 136400711HCID 136400711, compoundYield 80.5%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of compound 27 (0.7 g, 003 mol), 9 (0.64 g, 0.004 mol) and NaOAc (0.233 g, 0.002 mol) in AcOH was heated under reflux for 10 hours. After cooling, the precipitate formed was washed with water, dried and recrystallized from EtOH to yield 75 (0.85 g, 75%).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 10 hours
  3. temperatureAfter cooling
  4. customthe precipitate formed
  5. washwas washed with water
  6. customdried
  7. customrecrystallized from EtOH

Sources & evidence

ORD record
ord-4701a7882052427e8cbaff8f43950bf8
Source dataset
uspto-grants-2013_10
Patent number
US08552009B2

Reaction notes

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