Methyl iodide → HCID 12263918, compound

HRID 1578373Notes

Reaction equation

HRID 1578373 reaction equation
[H-].[Na+].[F:3][C:4]1[CH:23]=[CH:22][C:7]([CH2:8][N:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:12](=[O:19])[N:11]=[C:10]2[NH:20][CH3:21])=[CH:6][CH:5]=1.[CH3:24]I>CC(N(C)C)=O>[F:3][C:4]1[CH:5]=[CH:6][C:7]([CH2:8][N:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:12](=[O:19])[N:11]=[C:10]2[N:20]([CH3:24])[CH3:21])=[CH:22][CH:23]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 409078457513-50-5

Product 1

HCID 12263918HCID 12263918, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

To a suspension of 0.4 g. of sodium hydride in 25 ml. of dimethylacetamide is added 2.0 g. of 1-(4'-fluorobenzyl)-2-methylamino-quinazolin-4(1H)-one. The resulting mixture is stirred for 30 minutes at room temperature and there is then added 1.5 g. of methyliodide. The resulting mixture is stirred at room temperature for 3 days, poured over ice/water, extracted twice with methylene chloride, washed twice with water, dried and evaporated in vacuo. The residue is dissolved in methylene chloride and the methylene chloride exchanged for ether on a steam bath to obtain 1-(4'-fluorobenzyl)-2-dimethylamino-quinazolin-4(1H)-one, m.p. 160°-169°C.

Workup

  1. additionTo a suspension of 0.4 g
  2. additionthere is then added 1.5 g
  3. stirringThe resulting mixture is stirred at room temperature for 3 days
  4. extractionextracted twice with methylene chloride
  5. washwashed twice with water
  6. customdried
  7. customevaporated in vacuo
  8. dissolutionThe residue is dissolved in methylene chloride
  9. customthe methylene chloride exchanged for ether on a steam bath

Sources & evidence

ORD record
ord-26f2f79e7f4843339049595cda6cc65e
Source dataset
uspto-grants-1976_02
Patent number
US03936453

Reaction notes

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