Hydrochloric Acid → 2-(1H-1,2,4-triazol-5-yl)aniline

HRID 329185Notes

Reaction equation

HRID 329185 reaction equation
ClC1[N:11]2[CH:12]=[N:13][N:14]=[C:10]2[C:9]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[N:3]=1.[OH-].[K+].Cl>>[NH2:3][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:9]=1[C:10]1[NH:14][N:13]=[CH:12][N:11]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 19784289HCID 19784289, compound

Product 1

HCID 34465122-(1H-1,2,4-triazol-5-yl)aniline

Procedure

To a flask containing 40 gms. of 5-chloro-1,2,4-triazolo[4,3-c]quinazoline is added 800 ml. of a 10% KOH solution and the resulting mixture heated to reflux. A gentle reflux is maintained overnight after which time the mixture is neutralized to pH 7.0 with cooling and stirring by adding dropwise a 1:1 HCl solution and the resulting precipitate filtered off. The aqueous layer is washed 3 or 4 times with methylene chloride, dried and evaporated in vacuo to dryness. The residue is recrystallized from benzene/ether to obtain 5-(2-aminophenyl)-s-triazole, m.p. 145°-148° C.

Workup

  1. additionTo a flask containing 40 gms
  2. temperatureA gentle reflux
  3. temperatureis maintained overnight after which time the mixture
  4. temperaturewith cooling
  5. filtrationthe resulting precipitate filtered off
  6. washThe aqueous layer is washed 3 or 4 times with methylene chloride
  7. customdried
  8. customevaporated in vacuo to dryness
  9. customThe residue is recrystallized from benzene/ether

Sources & evidence

ORD record
ord-0c19ddd929e045959af9dd02dd197fed
Source dataset
uspto-grants-1977_04
Patent number
US04020083

Reaction notes

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