Sodium Carbonate → HCID 21184047, compound

HRID 1900682Notes

Reaction equation

HRID 1900682 reaction equation
Cl[C:2]1[N:11]=[C:10]([O:12][CH3:13])[C:9]2[C:4](=[C:5]([O:18][CH3:19])[C:6]([O:16][CH3:17])=[C:7]([O:14][CH3:15])[CH:8]=2)[N:3]=1.[CH2:20]([NH2:30])[C:21]1[CH:29]=[CH:28][C:27]2[O:26][CH2:25][O:24][C:23]=2[CH:22]=1.C(=O)([O-])[O-].[Na+].[Na+]>C(O)(C)C>[CH2:25]1[O:26][C:27]2[CH:28]=[CH:29][C:21]([CH2:20][NH:30][C:2]3[N:11]=[C:10]([O:12][CH3:13])[C:9]4[C:4](=[C:5]([O:18][CH3:19])[C:6]([O:16][CH3:17])=[C:7]([O:14][CH3:15])[CH:8]=4)[N:3]=3)=[CH:22][C:23]=2[O:24]1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 75799Benzo-1,3-dioxole-5-methylamineHCID 21183889HCID 21183889, compound

Product 1

HCID 21184047HCID 21184047, compoundYield 8.6%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

1.00 g (3.51 mmol) of 2-chloro-4,6,7,8-tetramethoxyquinazoline, 0.60 g (3.97 mmol) of piperonylamine and 0.60 g of sodium carbonate were mixed with 30 ml of isopropyl alcohol. The obtained mixture was heated under reflux for 24 hours and distilled under a reduced pressure to remove the solvent. The residue was purified by silica gel column chromatography (ethyl acetate/n-hexane) to give 0.12 g of the title compound as an oily substance.

Workup

  1. temperatureThe obtained mixture was heated
  2. temperatureunder reflux for 24 hours
  3. distillationdistilled under a reduced pressure
  4. customto remove the solvent
  5. customThe residue was purified by silica gel column chromatography (ethyl acetate/n-hexane)

Sources & evidence

ORD record
ord-4f1f4a9a70a043d791741cda856ff858
Source dataset
uspto-grants-1996_11
Patent number
US05576322

Reaction notes

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