Ammonia → 4-fluoro-2-(1H-1,2,4-triazol-5-yl)aniline

HRID 273779Notes

Reaction equation

HRID 273779 reaction equation
[F:1][C:2]1[CH:11]=[CH:10][C:9]2[N:8]=C[N:6]3[N:12]=[CH:13][N:14]=[C:5]3[C:4]=2[CH:3]=1.N>Cl>[F:1][C:2]1[CH:11]=[CH:10][C:9]([NH2:8])=[C:4]([C:5]2[N:14]=[CH:13][NH:12][N:6]=2)[CH:3]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 200939089-Fluoro-1,2,4-triazolo[1,5-c]quinazoline

Product 1

HCID 1785076534-fluoro-2-(1H-1,2,4-triazol-5-yl)anilineYield 91.8%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

4. 2.3 g of 9-fluoro-1,2,4-triazolo[1,5-c]quinazoline in 40 ml of 6N hydrochloric acid are stirred at 95° C. for 1 h. and then cooled in an ice bath. The reaction solution is poured into 30 ml of 25% aqueous ammonia and stirred in an ice bath for 10 min. The crystals are filtered off, washed with 30 ml of ice-cold water and dried in a vacuum. 2.0 g of 4-fluoro-2-(1H-1,2,4-triazol-3-yl)aniline of m.p. 142.5°-144.5° C. are obtained.

Workup

  1. temperaturecooled in an ice bath
  2. filtrationThe crystals are filtered off
  3. washwashed with 30 ml of ice-cold water
  4. customdried in a vacuum

Sources & evidence

ORD record
ord-b4275a222296401a9bc3c819d8014df6
Source dataset
uspto-grants-1995_02
Patent number
US05387585

Reaction notes

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