Sodium Hydroxide → HCID 3571815, compound

HRID 567711Notes

Reaction equation

HRID 567711 reaction equation
[OH-].[Na+].[OH:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[N:6][N:5]=1.[CH2:20]([NH:27][C:28](=[O:31])[CH2:29]Br)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C(O)C>[O:3]=[C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[N:6][N:5]1[CH2:29][C:28]([NH:27][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:31]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 145664Acetamide, N-benzyl-2-bromo-HCID 178518893HCID 178518893, compound

Product 1

HCID 3571815HCID 3571815, compoundYield 40.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

1N NaOH (4.5 mmol) is added to 1-hydroxy-4-phenyl-phthalazine (1 g, 4.5 mmol) in ethanol (20 ml). After 15 minutes, N-benzyl bromoacetamide (1.32 g, 4.5 mmol) is added, the reaction mixture is diluted with ethanol (20 ml) and is stirred overnight. Filtration followed by washing with ethanol (50 ml) and then with water (50 ml) yields the title compound (0.67 g). (R1=benzyl, R2=phenyl, A=benzene, Y1=—CH2—C(O)—NH—, m=0, p=0).

Workup

  1. filtrationFiltration
  2. washby washing with ethanol (50 ml)

Sources & evidence

ORD record
ord-3ff8728efe484c37b03399de0e07d243
Source dataset
uspto-grants-2001_01
Patent number
US06180629B2

Reaction notes

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