Ammonium Hydroxide → HCID 178507488, compound

HRID 1982130Notes

Reaction equation

HRID 1982130 reaction equation
[N+:1]([C:4]1[CH:15]=[CH:14][CH:13]=[CH:12][C:5]=1[CH2:6][C:7]1[N:11]=[CH:10][NH:9][N:8]=1)([O-])=O.[OH-].[NH4+]>O1CCCC1.O.[Cl-].[Cl-].[Cl-].[Ti+3]>[NH2:1][C:4]1[CH:15]=[CH:14][CH:13]=[CH:12][C:5]=1[CH2:6][C:7]1[N:11]=[CH:10][NH:9][N:8]=1

Participants

6

Reactant 2

HCID 14923Ammonium HydroxideHCID 178526580HCID 178526580, compound

Product 1

HCID 178507488HCID 178507488, compound

Reagents, catalysts & solvents 3

HCID 10313229titanium(III) trichlorideCatalystHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 9.64 g of 3-(o-nitrobenzyl)-1,2,4-triazole in 150 ml of tetrahydrofurane, 220 ml of 1.3M aqueous solution of titanium trichloride is added and the mixture is stirred at room temperature for 24 hours. The mixture is cooled in an ice-water bath and concentrated ammonium hydroxide is added dropwise to bring the pH of the solution to 8; the solution is diluted further with water and extracted 4 times with methylene chloride. The combined extracts are decolorized with charcoal, dried over magnesium sulfate, evaporated to a small volume and diluted with ether to give 3-(o-aminobenzyl)-1,2,4-triazole, m.p. 134°-136°.

Workup

  1. temperatureThe mixture is cooled in an ice-water bath
  2. extractionextracted 4 times with methylene chloride
  3. dry with materialdried over magnesium sulfate
  4. customevaporated to a small volume
  5. additiondiluted with ether

Sources & evidence

ORD record
ord-720067e37cdf4fc58834277a621a16d4
Source dataset
uspto-grants-1986_06
Patent number
US04595535

Reaction notes

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