HCID 178489881, compound → HCID 178489882, compound

HRID 485072Notes

Reaction equation

HRID 485072 reaction equation
C([O:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[C:17]1[N:21]=[C:20]([C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([O:28][CH3:29])[CH:23]=2)[NH:19][N:18]=1)(=O)C1C=CC=CC=1>[OH-].[Na+].C(O)C>[OH:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[C:17]1[N:21]=[C:20]([C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([O:28][CH3:29])[CH:23]=2)[NH:19][N:18]=1

Participants

4

Reactant 1

HCID 178489881HCID 178489881, compound

Product 1

HCID 178489882HCID 178489882, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 3-(2-benzoyloxymethylphenyl)-5-(3-methoxyphenyl)-1H-1,2,4-triazole (37.1 g, 0.1 mole) in 10% NaOH (160 ml) and 95% ethanol (240 ml) is heated to 70° C. for one hour, then ethanol is distilled under vacuum and the reaction mixture is diluted with water (240 ml) and decolorized with activated carbon. The filtrate is brought to pH 8 by the addition of 10% HCl and stirred at room temperature for a few hours. The solid which separates is recovered by filtration and dried under vacuum yielding 24.2 g of 3-(2-hydroxymethylphenyl)-5-(3-methoxyphenyl)-1H-1,2,4-triazole. M.p. 155°-56° C.

Workup

  1. distillationethanol is distilled under vacuum
  2. additionthe reaction mixture is diluted with water (240 ml)
  3. additionThe filtrate is brought to pH 8 by the addition of 10% HCl
  4. filtrationThe solid which separates is recovered by filtration
  5. customdried under vacuum

Sources & evidence

ORD record
ord-de097acdb24240058b6c1b5c0a845c55
Source dataset
uspto-grants-1985_08
Patent number
US04535090

Reaction notes

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