Bromine → HCID 20291407, compound

HRID 1863418Notes

Reaction equation

HRID 1863418 reaction equation
[C:1]1([C:7]2[N:11]3[C:12](=[O:16])[NH:13][N:14]=[CH:15][C:10]3=[CH:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:17]Br>C(Cl)(Cl)Cl>[Br:17][C:9]1[N:8]=[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[N:11]2[C:10]=1[CH:15]=[N:14][NH:13][C:12]2=[O:16]

Participants

4

Reactant 2

HCID 24408BromineHCID 13548680HCID 13548680, compound

Product 1

HCID 20291407HCID 20291407, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

A 3.0 portion of 6-phenyl-imidazo[1,5-d]-as-triazin-4(3H)-one is stirred with 100 ml. of chloroform. The mixture is heated slightly and a solution of one ml. of bromine in 10 ml. of chloroform is slowly dripped into the reaction mixture. The mixture is refluxed for one hour, cooled to room temperature, and filtered. To the solid is added aqueous Na2CO3 and chloroform and the mixture is shaken in a separatory funnel. The remaining solid and the organic phase are combined and evaporated to a steam bath. Methanol and 2-propanol are added and the mixture is treated twice with charcoal. Cooling gives the desired product as a solid, m.p. 192°-194° C.

Workup

  1. temperatureThe mixture is heated slightly
  2. temperatureThe mixture is refluxed for one hour
  3. filtrationfiltered
  4. additionTo the solid is added aqueous Na2CO3 and chloroform
  5. customevaporated to a steam bath
  6. additionMethanol and 2-propanol are added
  7. additionthe mixture is treated twice with charcoal
  8. temperatureCooling

Sources & evidence

ORD record
ord-fb6b63a51b8f48cf8c375e29d19d1c0b
Source dataset
uspto-grants-1979_09
Patent number
US04168964

Reaction notes

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