Sodium Hydroxide → HCID 18363463, compound

HRID 381509Notes

Reaction equation

HRID 381509 reaction equation
C([O:3][C:4](=[O:24])[C:5](=[O:23])[CH2:6][C:7]([C:9]1[C:10]([CH3:22])=[N:11][N:12]([CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([Cl:21])[CH:16]=2)[CH:13]=1)=[O:8])C.[OH-].[Na+]>CO>[CH3:22][C:10]1[C:9]([C:7](=[O:8])[CH2:6][C:5](=[O:23])[C:4]([OH:24])=[O:3])=[CH:13][N:12]([CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([Cl:21])[CH:16]=2)[N:11]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 70014300HCID 70014300, compound

Product 1

HCID 18363463HCID 18363463, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a similar manner to AI-3-1, 4-[3-methyl-1-(3-chlorobenzyl)-1H-pyrazol-4-yl]-2,4-dioxobutyric acid ethyl ester (crude from above) was reacted with 5 ml 1N NaOH in 20 ml methanol for two hours to give the title compound as a light tan solid. MP=183-184° C. 1H NMR (400 MHz, CDCl3) δ 2.54 (s, 3H), 5.23 (s, 2H), 6.67 (s, 1H), 7.12-7.18 (m, 1H), 7.25 (s, 1H), 7.31-7.36 (m, 2H), 7.97 (2, 1H).

Sources & evidence

ORD record
ord-6eeef53a903f4227b5aad092f396c3d1
Source dataset
uspto-grants-2001_10
Patent number
US06306891B1

Reaction notes

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