1H-1,2,4-Triazole → HCID 21287215, compound

HRID 868530Notes

Reaction equation

HRID 868530 reaction equation
[NH:1]1[CH:5]=[N:4][CH:3]=[N:2]1.C(=O)([O-])[O-].[K+].[K+].[Cl:12][C:13]1[CH:30]=[C:29]([Cl:31])[CH:28]=[CH:27][C:14]=1[CH2:15][O:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[C:23]([CH2:25]Br)=[CH2:24]>CN(C)C=O>[Cl:12][C:13]1[CH:30]=[C:29]([Cl:31])[CH:28]=[CH:27][C:14]=1[CH2:15][O:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[C:23]([CH2:25][N:1]1[CH:5]=[N:4][CH:3]=[N:2]1)=[CH2:24]

Participants

5

Reactant 3

HCID 92571H-1,2,4-TriazoleHCID 11430Potassium CarbonateHCID 21287218HCID 21287218, compound

Product 1

HCID 21287215HCID 21287215, compoundYield 71.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

1,2,4-Triazole (59 mg, 0.854 mmole) and potassium carbonate (129 mg, 0.933 mmole) were suspended in dimethylformamide (1 ml) and a solution of 2-[2-(2,4-dichlorobenzyloxy)phenyl]-3-bromo-1-propene (290 mg, 0.779 mmole) in dimethylformamide (2 ml) was added dropwise to the suspension. Then, after stirring overnight at room temperature, the reaction mixture was worked up according to the same manner as in Example 25 to obtain the title compound (0.20 g, 71.2%). By comparing 1H-NMR and Rf value of TLC of the resulting compound with those of the product of the alternative process described in Example 34, it was confirmed that both chemical structures were identical with each other.

Sources & evidence

ORD record
ord-71ba5c46f2c64869b2cc7b7a65eda2d1
Source dataset
uspto-grants-1988_10
Patent number
US04780471

Reaction notes

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