o-Vanillin → HCID 136400711, compound

HRID 1367655Notes

Reaction equation

HRID 1367655 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-3b457d2ce0d9421d89b376143d31cc7f
Source dataset
uspto-grants-2011_02
Patent number
US07893260B2

Reaction notes

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