Azane;hydrate → 7-Chloro-5-phenyl-1-(trifluoromethyl)[1,2,4]triazolo[4,3-a]quinazoline

HRID 1414894Notes

Reaction equation

HRID 1414894 reaction equation
[F:1][C:2]([F:25])([F:24])[C:3]([NH:5][NH:6][C:7]1[N:16]=[C:15]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([Cl:23])[CH:13]=2)[N:8]=1)=O.O.N>>[F:1][C:2]([F:25])([F:24])[C:3]1[N:8]2[C:9]3[C:14]([C:15]([C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=4)=[N:16][C:7]2=[N:6][N:5]=1)=[CH:13][C:12]([Cl:23])=[CH:11][CH:10]=3

Participants

3

Reactant 2

HCID 12896473Azane;hydrateHCID 21485907HCID 21485907, compound

Product 1

HCID 214859247-Chloro-5-phenyl-1-(trifluoromethyl)[1,2,4]triazolo[4,3-a]quinazoline

Procedure

In the next place, a mixture of 1.0 g of 2-(2-trifluoroacetylhydrazino)-4-phenyl-6-chloroquinazoline thus obtained and 20 g of polyphosphoric acid was heated at 150° C for 2 hours. The mixture was then poured into ice-water and made alkaline with concentrated ammonia water. The resulting crystals were collected by filtration, washed with water, dried and dissolved in chloroform, and purified by chromatography on silica gel using chloroform as an eluent to give 1-trifluoromethyl-5-phenyl-7-chloro-s-triazolo[4,3-a]quinazoline, m.p. 241° - 242° C.

Workup

  1. customthus obtained
  2. filtrationThe resulting crystals were collected by filtration
  3. washwashed with water
  4. customdried
  5. dissolutiondissolved in chloroform
  6. custompurified by chromatography on silica gel

Sources & evidence

ORD record
ord-9005a0eabe7a493b91dcb9a230f386a3
Source dataset
uspto-grants-1977_01
Patent number
US04002755

Reaction notes

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