HCID 18458293, compound → HCID 73446829, compound

HRID 2304627Notes

Reaction equation

HRID 2304627 reaction equation
[CH3:1][O:2][C:3]1[N:7]([C:8]2[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=2[CH:10]=O)[C:6](=[O:16])[N:5]([CH3:17])[N:4]=1.[CH3:18][O:19][N:20]=[C:21]([C:26]1[CH:31]=[CH:30][CH:29]=[C:28]([C:32]([F:35])([F:34])[F:33])[CH:27]=1)[C:22](=[N:24][NH2:25])[CH3:23]>CO>[CH3:1][O:2][C:3]1[N:7]([C:8]2[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=2[CH:10]=[N:25][N:24]=[C:22]([CH3:23])[C:21](=[N:20][O:19][CH3:18])[C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([C:32]([F:35])([F:34])[F:33])[CH:27]=2)[C:6](=[O:16])[N:5]([CH3:17])[N:4]=1

Participants

4

Reactant 2

HCID 18458293HCID 18458293, compoundHCID 56993270HCID 56993270, compound

Product 1

HCID 73446829HCID 73446829, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
5 °C

Procedure

A solution of 1.17 g of 2-(3-methoxy-1-methyl-5-oxo-1,5-dihydro-[1,2,4]triazol-4-yl)-benzaldehyde and 1.43 g of 2-hydrazono-1-(3-trifluoromethyl-phenyl)-propan-1-one-O-methyl-oxime in 10 ml of methanol is held at reflux temperature for 4 hours. After cooling to 5° C., filtration takes place, and the filtrate is concentrated by evaporation on a rotary evaporator. The residue is chromatographed on silica gel using ethyl acetate/hexane (1:1). The title compound is thus obtained as a yellow crystal powder having a melting point of 157-161° C. in the form of an isomeric mixture in a ratio of ca. 2:1.

Workup

  1. temperatureat reflux temperature for 4 hours
  2. filtrationfiltration
  3. concentrationthe filtrate is concentrated by evaporation on a rotary evaporator
  4. customThe residue is chromatographed on silica gel

Sources & evidence

ORD record
ord-2dea3039523648dba47d2e96f25df139
Source dataset
uspto-grants-2002_08
Patent number
US06436981B1

Reaction notes

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