Potassium Carbonate → HCID 18918773, compound

HRID 1290793Notes

Reaction equation

HRID 1290793 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH2:5][CH2:6][C:7](=[CH:14]OC)[C:8]2=O.S(O)(O)(=O)=O.[CH3:22][S:23][C:24](=[NH:26])[NH2:25].C(=O)([O-])[O-].[K+].[K+]>O1CCCC1>[CH3:1][O:2][C:3]1[C:4]2[CH2:5][CH2:6][C:7]3[CH:14]=[N:25][C:24]([S:23][CH3:22])=[N:26][C:8]=3[C:9]=2[CH:10]=[CH:11][CH:12]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 752702-Methyl-2-thiopseudourea sulfateHCID 54241815HCID 54241815, compound

Product 1

HCID 18918773HCID 18918773, compoundYield 72.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 5-methoxy-2-methoxymethylene-1-tetralone (9.78 g) in tetrahydrofuran (200 ml) was added 2-methyl-2-thiopseudourea sulfate (8.34 g), followed by potassium carbonate (9.7 g), and the mixture was refluxed overnight. Solvent was then removed under reduced pressure, the residue stirred with diethyl ether, and filtered. Concentration of the filtrate gave a brown solid, which upon crystallization from ethanol gave 7-methoxy-2-methylthio-5,6-dihydrobenzo[h]quinazoline (8.3 g) as a light brown solid.

Workup

  1. temperaturethe mixture was refluxed overnight
  2. customSolvent was then removed under reduced pressure
  3. filtrationfiltered
  4. customConcentration of the filtrate gave a brown solid, which
  5. customupon crystallization from ethanol

Sources & evidence

ORD record
ord-6232eb2c56db4e5190957424a5107e38
Source dataset
uspto-grants-1998_05
Patent number
US05753663

Reaction notes

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