Ethyl bromoacetate → HCID 20025586, compound

HRID 1723321Notes

Reaction equation

HRID 1723321 reaction equation
[H-].[Na+].[C:3]1(=[O:14])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6](=[O:13])[NH:5][NH:4]1.[CH2:15]([O:17][C:18](=[O:21])[CH2:19]Br)[CH3:16]>CN(C)C=O>[C:18]([CH2:19][N:5]1[NH:4][C:3](=[O:14])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]1=[O:13])([O:17][CH2:15][CH3:16])=[O:21]

Participants

5

Reactant 3

HCID 7748Ethyl bromoacetateHCID 24758Sodium hydrideHCID 2194012,3-Dihydro-1,4-phthalazinedione

Product 1

HCID 20025586HCID 20025586, compoundYield 10%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of sodium hydride (0.05 g; 0.01 mol; 50% suspension in mineral oil); 2,3-dihydrophthalazine-1,4-dione (1.6 g; 0.01 mol); and ethylbromoacetate (excess) in anhydrous dimethylformamide (50 ml) was refluxed for 24 hours. The dimethylformamide solvent was then evaporated affording a gummy material. This gummy material was purified over column silica gel using chloroform: ethyl acetate (1:1) to obtain the product, 2-(1'-carbethoxymethyl)-2,3-dihydrophthalazine-1,4-dione.

Workup

  1. customThe dimethylformamide solvent was then evaporated
  2. customaffording a gummy material
  3. customThis gummy material was purified over column silica gel

Sources & evidence

ORD record
ord-5ae8d33a206d49ea9a99392f2c0cbcbe
Source dataset
uspto-grants-1989_08
Patent number
US04861778

Reaction notes

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