Ammonium Hydroxide → HCID 178503406, compound

HRID 1982134Notes

Reaction equation

HRID 1982134 reaction equation
[CH3:1][S:2][C:3]1[NH:7][N:6]=[C:5]([CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[N+:15]([O-])=O)[N:4]=1.[OH-].[NH4+]>O1CCCC1.O.[Cl-].[Cl-].[Cl-].[Ti+3]>[NH2:15][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1[CH2:8][C:5]1[N:4]=[C:3]([S:2][CH3:1])[NH:7][N:6]=1

Participants

6

Reactant 2

HCID 14923Ammonium HydroxideHCID 178503407HCID 178503407, compound

Product 1

HCID 178503406HCID 178503406, compound

Reagents, catalysts & solvents 3

HCID 10313229titanium(III) trichlorideCatalystHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 2 g of 5-methylmercapto-3-(o-nitrobenzyl)-1,2,4-triazole in 45 ml of tetrahydrofuran is added 44 ml of 20% aqueous titanium trichloride dropwise at 0°. The mixture is stirred at room temperature overnight, diluted with water, cooled to 0°, basified with ammonium hydroxide and extracted three times with methylene chloride. The organic extracts are dried and evaporated and the residue is crystallized from toluene to give 3-(o-aminobenzyl)-5-methylmercapto-1,2,4-triazole, m.p. 99°-102°.

Workup

  1. temperaturecooled to 0°
  2. extractionextracted three times with methylene chloride
  3. customThe organic extracts are dried
  4. customevaporated
  5. customthe residue is crystallized from toluene

Sources & evidence

ORD record
ord-517d6fcb2ef14792867dabd298c9d689
Source dataset
uspto-grants-1986_06
Patent number
US04595535

Reaction notes

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