Isopropanol → HCID 21847836, compound

HRID 618683Notes

Reaction equation

HRID 618683 reaction equation
[Cl:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([N:12]3[CH:16]=[N:15][CH:14]=[N:13]3)[CH:10]=2)[N:5]=[CH:4][N:3]=1.[Cl:17][C:18]1[CH:19]=[C:20]([CH:22]=[CH:23][C:24]=1[F:25])[NH2:21].C(O)(C)C>CC(C)=O>[ClH:1].[Cl:17][C:18]1[CH:19]=[C:20]([CH:22]=[CH:23][C:24]=1[F:25])[NH:21][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([N:12]3[CH:16]=[N:15][CH:14]=[N:13]3)[CH:10]=2)[N:5]=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 3776IsopropanolHCID 97083-Chloro-4-fluoroanilineHCID 21847812HCID 21847812, compound

Product 1

HCID 21847836HCID 21847836, compoundYield 69.4%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 4-chloro-6-(1,2,4-triazol-1-yl)quinazoline (0.54 g), 3-chloro-4-fluoroaniline (0.34 g) and isopropanol (25 ml) was stirred and heated to reflux for 2 hours. The mixture was cooled to ambient temperature, acetone (20 ml) was added and the mixture was filtered. The solid so obtained was washed with acetone and dried to give 4-(3-chloro-4-fluoroanilino)-6-(1,2,4-triazol-1-yl)quinazoline hydrochloride salt (0.61 g), m.p. >250° C.; NMR Spectrum: (CD3SOCD3) 7.49 (t, 1H), 7.8 (m, 1H), 8.03-8.08 (m, 2H), 8.33 (s, 1H), 8.52 (m, 1H), 8.93 (s, 1H), 9.62 (m, 2H);

Workup

  1. temperatureheated
  2. temperatureto reflux for 2 hours
  3. filtrationthe mixture was filtered
  4. customThe solid so obtained
  5. washwas washed with acetone
  6. customdried

Sources & evidence

ORD record
ord-c7b3998dcb094d5998da7cd0fcbca9de
Source dataset
uspto-grants-1999_09
Patent number
US05955464

Reaction notes

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