Dimethylformamide → 104614-80-4

HRID 986497Notes

Reaction equation

HRID 986497 reaction equation
C([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[N:14]=[C:13]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)[NH:12][N:11]=1)(=O)N.C([O-])(=O)C.C([O-])(=O)C.C([O-])(=O)C.C([O-])(=O)C.[Pb+4].C[N:40](C)[CH:41]=[O:42]>>[Cl:21][C:18]1[CH:17]=[CH:16][C:15]([C:13]2[N:14]=[C:10]3[N:11]([C:41](=[O:42])[NH:40][C:4]4[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=43)[N:12]=2)=[CH:20][CH:19]=1

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 178418268HCID 178418268, compoundHCID 178513625HCID 178513625, compound

Product 1

HCID 135458592104614-80-4

Procedure

Seven grams of 3-(2-Carbamoylphenyl)-5-(4-chlorophenyl)-1H-1,2,4-triazole are dissolved in dry dimethylformamide (180 ml) at 50° C. Lead tetraacetate (10.4 g) is added under stirring and the reaction mixture is stirred under nitrogen for ten minutes. The reaction mixture is quenched in crushed ice (500 ml) containing concentrated hydrochloric acid (50 ml). The white solid which forms is collected, washed thoroughly with cold water and recrystallized from 2-methoxyethanol to afford 2-(4-chlorophenyl)-[1,2,4]-triazolo[1,5-c]quinazolin-5(6H)one, mp 315°-318°.

Workup

  1. stirringthe reaction mixture is stirred under nitrogen for ten minutes
  2. customThe reaction mixture is quenched in crushed ice (500 ml)
  3. additioncontaining concentrated hydrochloric acid (50 ml)
  4. customThe white solid which forms is collected
  5. washwashed thoroughly with cold water
  6. customrecrystallized from 2-methoxyethanol

Sources & evidence

ORD record
ord-bc5206bdc97b45e1a0febccbe91e2d70
Source dataset
uspto-grants-1987_12
Patent number
US04713383

Reaction notes

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