Methanol → Ethyl 2-{[1-(3-chlorophenyl)-5-methyl-1H-1,2,4-triazol-3-yl]oxy}propanoate

HRID 2106580Notes

Reaction equation

HRID 2106580 reaction equation
[Na].CO.[Cl:4][C:5]1[CH:6]=[C:7]([N:11]2[C:15]([CH3:16])=[N:14][C:13]([OH:17])=[N:12]2)[CH:8]=[CH:9][CH:10]=1.Br[CH:19]([CH3:25])[C:20]([O:22][CH2:23][CH3:24])=[O:21]>CS(C)=O>[Cl:4][C:5]1[CH:6]=[C:7]([N:11]2[C:15]([CH3:16])=[N:14][C:13]([O:17][CH:19]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH3:25])=[N:12]2)[CH:8]=[CH:9][CH:10]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 79040Ethyl 2-bromopropionateHCID 5360545SodiumHCID 178433515HCID 178433515, compound

Product 1

HCID 163821Ethyl 2-{[1-(3-chlorophenyl)-5-methyl-1H-1,2,4-triazol-3-yl]oxy}propanoateYield 68%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The process was carried out as was Example 9 above, starting with 0.8 g of sodium, 20 ml of methanol, 75 ml of dimethylsulfoxide, 7.8 g of 1-(3-chlorophenyl)-3-hydroxy-5-methyl-1,2,4-1H-triazole and 6.7 g of ethyl 2-bromopropionate. The yield was 7.8 g of the desired product, an oil.

Sources & evidence

ORD record
ord-7bdb0280f5674c1ca46931c397fad17e
Source dataset
uspto-grants-1990_06
Patent number
US04931083

Reaction notes

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