Sodium hydride → HCID 29928023, compound

HRID 1600657Notes

Reaction equation

HRID 1600657 reaction equation
[CH3:1][N:2]1[C:7](=[O:8])[CH:6]=[N:5][NH:4][C:3]1=[O:9].[H-].[Na+].Br[CH2:13][CH2:14][CH2:15][CH2:16][Cl:17]>CN(C=O)C>[CH3:1][N:2]1[C:7](=[O:8])[CH:6]=[N:5][N:4]([CH2:13][CH2:14][CH2:15][CH2:16][Cl:17])[C:3]1=[O:9]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 813641-Bromo-4-chlorobutaneHCID 2462734-Methyl-1,2,4-triazine-3,5(2H,4H)-dione

Product 1

HCID 29928023HCID 29928023, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

The compound 4b (7.11 g; 0.056 mol) in DMF (70 ml) is added to a 60% suspension of sodium hydride (2.46 g; 0.062 mol) in DMF (25 ml). After stirring for 2 hours at room temperature, 1-bromo-4-chlorobutane (10.55 g; 0.062 mol) is added and the mixture is kept stirring overnight. After concentrating to dryness under vacuum, the residue is taken up in water (15 ml) and extracted with ethyl ether (2×50 ml). The organic phases, dried (Na2SO4) and concentrated to dryness under vacuum, give the oily compound 4c.

Workup

  1. stirringthe mixture is kept stirring overnight
  2. concentrationAfter concentrating to dryness under vacuum
  3. extractionextracted with ethyl ether (2×50 ml)
  4. dry with materialThe organic phases, dried (Na2SO4)
  5. concentrationconcentrated to dryness under vacuum

Sources & evidence

ORD record
ord-69c2b97fe2954200b221bf5c1ea02ec4
Source dataset
uspto-grants-1999_11
Patent number
US05977106

Reaction notes

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