Bromine → HCID 20291407, compound

HRID 2419748Notes

Reaction equation

HRID 2419748 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 gm. portion of 6-phenyl-imidazo[15-d]-as-triazin-4(3H)-one is stirred with 100 ml. of chloroform. The mixture is heated slightly and a solution of 1 ml. of bromine in 10 ml. of chloroform is slowly dripped into the reaction mixture. The mixture is refluxed for 1 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 on 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 1 hour
  3. filtrationfiltered
  4. additionTo the solid is added aqueous Na2CO3 and chloroform
  5. customevaporated on 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-9bedeb0d47c247dbad1248efa449278c
Source dataset
uspto-grants-1978_08
Patent number
US04107307

Reaction notes

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