1H-1,2,4-Triazole → HCID 19816029, compound

HRID 2247913Notes

Reaction equation

HRID 2247913 reaction equation
Cl[CH:2]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8](=[O:13])[NH:7][C:6]2=[O:14].[NH:21]1[CH:25]=[N:24][CH:23]=[N:22]1>C(#N)C>[C:15]1([CH:2]([N:21]2[CH:25]=[N:24][CH:23]=[N:22]2)[C:3]2[CH:4]=[C:5]3[C:10](=[CH:11][CH:12]=2)[NH:9][C:8](=[O:13])[NH:7][C:6]3=[O:14])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 92571H-1,2,4-TriazoleHCID 54360750HCID 54360750, compound

Product 1

HCID 19816029HCID 19816029, compoundYield 34.1%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 5.8 parts of 6-(chlorophenylmethyl)-2,4(1H,3H)-quinazolinedione, 10 parts of 1H-1,2,4-triazole and 158 parts of acetonitrile was stirred for 1 hour at room temperature and for 2 hours at reflux temperature. The solvent was evaporated and the residue was washed with water. The precipitate was filtered off and purified by column chromatography (silica gel; CH2Cl2 /CH3OH 90:10). The eluent of the first fraction was evaporated and the residue was washed with ethyl acetate and dried, yielding 2.2 parts (34.1%) of 6-[phenyl(1H-1,2,4-triazol-1-yl)methyl]-2,4(1H,3H)-quinazolinedione; mp. 280.9° C. (comp. 40).

Workup

  1. temperatureat reflux temperature
  2. customThe solvent was evaporated
  3. washthe residue was washed with water
  4. filtrationThe precipitate was filtered off
  5. custompurified by column chromatography (silica gel; CH2Cl2 /CH3OH 90:10)
  6. customThe eluent of the first fraction was evaporated
  7. washthe residue was washed with ethyl acetate
  8. customdried

Sources & evidence

ORD record
ord-9536b1be03654e8cb1c585dc57c65e95
Source dataset
uspto-grants-1991_08
Patent number
US05037829

Reaction notes

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