Sodium hydride → HCID 21821762, compound

HRID 1974293Notes

Reaction equation

HRID 1974293 reaction equation
[CH:1]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:2]=1[C:3](=[O:18])[N:4]1[C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=3[NH:11][C:5]1=[N:6]2.[Na].[H-].[Na+].[CH3:22][C:23]1[CH:31]=[C:30]([CH3:32])[CH:29]=[CH:28][C:24]=1[C:25](Cl)=[O:26]>CN(C)C=O>[CH3:22][C:23]1[CH:31]=[C:30]([CH3:32])[CH:29]=[CH:28][C:24]=1[C:25]([N:11]1[C:5]2=[N:6][C:7]3[C:2]([C:3](=[O:18])[N:4]2[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]1=2)=[CH:1][CH:10]=[CH:9][CH:8]=3)=[O:26]

Participants

6

Reactant 4

HCID 24758Sodium hydrideHCID 1408672,4-Dimethylbenzoyl chlorideHCID 199411Benzimidazo(2,1-b)quinazolin-12(5H)-oneHCID 5360545Sodium

Product 1

HCID 21821762HCID 21821762, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

Benzimidazo[2,1-b]quinazolin-12(6H)one, 7.05 g. in 200 ml. of dry dimethylformamide was converted to the sodium derivative with sodium hydride according to the procedures described in previous examples and 2,4-dimethylbenzoyl chloride, 5.8 g. in 25 ml. of dimethylformamide were added dropwise with vigorous stirring. The reaction mixture was stirred for an additional hour and then poured into ice water. The precipitate which formed was filtered, washed with water, dried and twice recrystallized from benzene to yield 6-(2,4-dimethylbenzoyl)benzimidazo[2,1-b]quinazolin-12(6H)one as a crystalline solid melting at about 213°-214° C.

Workup

  1. customThe precipitate which formed
  2. filtrationwas filtered
  3. washwashed with water
  4. customdried
  5. customtwice recrystallized from benzene

Sources & evidence

ORD record
ord-82bdb369b94a4501a46dace28cb0a458
Source dataset
uspto-grants-1976_12
Patent number
US04000275

Reaction notes

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