Hydrochloric Acid → HCID 21439075, compound

HRID 329187Notes

Reaction equation

HRID 329187 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][C:9]2[N:8]=C[N:6]3[CH:12]=[N:13][N:14]=[C:5]3[C:4]=2[CH:3]=1.[OH-].[K+].Cl>>[NH2:8][C:9]1[CH:10]=[CH:11][C:2]([Cl:1])=[CH:3][C:4]=1[C:5]1[NH:14][N:13]=[CH:12][N:6]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 21439072HCID 21439072, compound

Product 1

HCID 21439075HCID 21439075, compound

Procedure

To a flask containing 129.8 gms. of 9-chloro-1,2,4-triazolo[4,3-c]quinazoline is added 2600 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, washed several times with H2O and allowed to air dry. The residue was dissolved in methanol and evaporated in vacuo to dryness. The resultant residue is triturated with benzene and the precipitate filtered off to obtain 5-(2-amino-5-chlorophenyl)-s-triazole, m.p. 170°-175° C.

Workup

  1. additionTo a flask containing 129.8 gms
  2. temperatureA gentle reflux
  3. temperatureis maintained overnight after which time the mixture
  4. temperaturewith cooling
  5. filtrationthe resulting precipitate filtered off
  6. washwashed several times with H2O
  7. customto air dry
  8. dissolutionThe residue was dissolved in methanol
  9. customevaporated in vacuo to dryness
  10. customThe resultant residue is triturated with benzene
  11. filtrationthe precipitate filtered off

Sources & evidence

ORD record
ord-243481ba42a940a9815c39af094d87e7
Source dataset
uspto-grants-1977_04
Patent number
US04020083

Reaction notes

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