Sodium hydride → HCID 14392489, compound

HRID 1382143Notes

Reaction equation

HRID 1382143 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([OH:9])=[CH:4][C:3]=1[N:10]1[C:14](=[O:15])[N:13]([CH:16]([F:18])[F:17])[C:12]([CH3:19])=[N:11]1.[H-].[Na+].Br[CH:23]([CH3:28])[C:24]([O:26][CH3:27])=[O:25]>CN(C)C=O>[Cl:1][C:2]1[C:3]([N:10]2[C:14](=[O:15])[N:13]([CH:16]([F:18])[F:17])[C:12]([CH3:19])=[N:11]2)=[CH:4][C:5]([O:9][CH:23]([CH3:28])[C:24]([O:26][CH3:27])=[O:25])=[C:6]([CH3:8])[CH:7]=1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 95576Methyl 2-bromopropionateHCID 14392485HCID 14392485, compound

Product 1

HCID 14392489HCID 14392489, compoundYield 98.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In a manner similar to Example 2, Step G, the reaction of 3.0 g (0.01 mole) of 1-(2-chloro-4-methyl-5-hydroxyphenyl)-4-difluoromethyl-4,5-dihydro-3-methyl-1,2,4-triazol-5(1H)-one, 0.25 g (0.01 mole) of sodium hydride and 1.75 g (0.01 mole) of methyl 2-bromopropionate in 100 mL of N,N-dimethylformamide produced 3.7 g of methyl 2-[4-chloro-5-(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl)-2-methylphenoxy]propionate as an oil, Compound 4.

Sources & evidence

ORD record
ord-98fa762c91d04ddda96fe19319a92323
Source dataset
uspto-grants-1989_02
Patent number
US04806145

Reaction notes

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