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

HRID 2106574Notes

Reaction equation

HRID 2106574 reaction equation
[Na].CO.[Cl:4][C:5]1[CH:6]=[C:7]([N:12]2[CH:16]=[N:15][C:14]([OH:17])=[N:13]2)[CH:8]=[CH:9][C:10]=1[Cl:11].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:12]2[CH:16]=[N:15][C:14]([O:17][CH:19]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH3:25])=[N:13]2)[CH:8]=[CH:9][C:10]=1[Cl:11]

Participants

6

Reactant 4

HCID 887MethanolHCID 79040Ethyl 2-bromopropionateHCID 5360545SodiumHCID 178518004HCID 178518004, compound

Product 1

HCID 184262Ethyl 2-{[1-(3,4-dichlorophenyl)-1H-1,2,4-triazol-3-yl]oxy}propanoateYield 67.1%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

The process was carried out essentially like that of Example 5, using 0.8 g of sodium, 20 ml of methanol, 100 ml of dimethylsulfoxide, 8 g of 1-(3,4-dichlorophenyl)-3-hydroxy-1,2,4-1H-triazole and 6.3 g of ethyl 2-bromopropionate. The product was 7.7 g of the desired product, m.p. 69°-71°.

Sources & evidence

ORD record
ord-7e7add2eb3b44b4a802228eaecd24436
Source dataset
uspto-grants-1990_06
Patent number
US04931083

Reaction notes

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