Hydrochloric Acid → 1-Methyl-3-phenyl-5-(2-hydroxymethylphenyl)-1,2,4-triazole

HRID 26645Notes

Reaction equation

HRID 26645 reaction equation
[CH:1](=[N:8][N:9]([C:11]1[C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=2[CH2:14][O:13][N:12]=1)[CH3:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl>C(O)C>[OH:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[C:11]1[N:9]([CH3:10])[N:8]=[C:1]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[N:12]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 54035358HCID 54035358, compound

Product 1

HCID 218245361-Methyl-3-phenyl-5-(2-hydroxymethylphenyl)-1,2,4-triazoleYield 96%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
0 °C

Procedure

A suspension of 1.2 g. of 4-(2-benzylidene-1-methylhydrazino)-1H-2,3-benzoxazine in 12 ml. of ethanol and 12 ml. of aqueous 5% HCl is heated on a water bath for three hours. The ethanol is removed by distillation and the residue, neutralized with aqueous NaHCO3, is cooled to about 0° C. The precipitate is filtered and crystallized from ethanol. M.p. 122° C. Yield 96%.

Workup

  1. additionA suspension of 1.2 g
  2. customThe ethanol is removed by distillation
  3. filtrationThe precipitate is filtered
  4. customcrystallized from ethanol

Sources & evidence

ORD record
ord-0190eedbcd6c47649bc7d515f04522ff
Source dataset
uspto-grants-1979_04
Patent number
US04151169

Reaction notes

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