Isopropanol → HCID 18796707, compound

HRID 2392854Notes

Reaction equation

HRID 2392854 reaction equation
CC(O)C.C(N(CC)CC)C.[CH2:12]([O:14][C:15]([CH:17]([NH2:27])[C:18]1[CH:23]=[CH:22][C:21]2[O:24][CH2:25][O:26][C:20]=2[CH:19]=1)=[O:16])[CH3:13].Cl[C:29]1[C:38]2[C:33](=[CH:34][CH:35]=[C:36]([Cl:39])[CH:37]=2)[N:32]=[CH:31][N:30]=1>O>[CH2:12]([O:14][C:15]([CH:17]([NH:27][C:29]1[C:38]2[C:33](=[CH:34][CH:35]=[C:36]([Cl:39])[CH:37]=2)[N:32]=[CH:31][N:30]=1)[C:18]1[CH:23]=[CH:22][C:21]2[O:24][CH2:25][O:26][C:20]=2[CH:19]=1)=[O:16])[CH3:13]

Participants

6

Reactant 4

HCID 3776IsopropanolHCID 8471TriethylamineHCID 2460244,6-DichloroquinazolineHCID 3665285Ethyl α-amino-1,3-benzodioxole-5-acetate

Product 1

HCID 18796707HCID 18796707, compoundYield 85.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

30 ml of 2-propanol, 1.07 g of triethylamine and 1.01 g of α-ethoxycarbonyl-3,4-methylenedioxybenzylamine were added to 704 mg of 4,6-dichloroquinazoline. The obtained mixture was refluxed for 4 hours, followed by the addition of water. The obtained mixture was extracted with chloroform thrice. The chloroform layers were combined, dried over magnesium sulfate and distilled under a reduced pressure to remove the solvent. The residue was recrystallized (from ethanol/ethyl acetate/hexane) to give 1.167 g of the title compound.

Workup

  1. temperatureThe obtained mixture was refluxed for 4 hours
  2. extractionThe obtained mixture was extracted with chloroform thrice
  3. dry with materialdried over magnesium sulfate
  4. distillationdistilled under a reduced pressure
  5. customto remove the solvent
  6. customThe residue was recrystallized (from ethanol/ethyl acetate/hexane)

Sources & evidence

ORD record
ord-ac50fde105e7476b8ec92d451ffb0e0d
Source dataset
uspto-grants-1998_09
Patent number
US05801180

Reaction notes

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