Hydrogen Peroxide → HCID 178507180, compound

HRID 1606750Notes

Reaction equation

HRID 1606750 reaction equation
[NH2:1][C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[CH2:11][C:12]1[C:17]([Cl:18])=[CH:16][CH:15]=[CH:14][C:13]=1[Cl:19].[OH:20]O.O>C(O)(=O)C>[NH2:1][C:2]1[N+:10]([O-:20])=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[CH2:11][C:12]1[C:17]([Cl:18])=[CH:16][CH:15]=[CH:14][C:13]=1[Cl:19]

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 962WaterHCID 193753L 628914

Product 1

HCID 178507180HCID 178507180, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The crude 6-amino-9-(2,6-dichlorobenzyl)purine obtained from the initial reaction was dissolved in one liter of acetic acid. A 30% aqueous solution of hydrogen peroxide was then added in the amount of 350 milliliters. The solution was allowed to stand for 5 days at room temperature, after which about 400 milliliters of water was added and the solution was cooled. The resulting precipitate was recovered by filtration, reslurried in 500 milliliters of a 30% aqueous solution of acetic acid, and then in one liter of water. The solids recovered from the aqueous slurry were vacuum dried to yield 75 grams of a crude 6-amino-9-(2,6-dichlorobenzyl)purine-N1 -oxide having a melting point of 296°-301° C, representing a 40 percent yield. An analytical sample of the same having a melting point of 298°-302° C. was prepared by recrystallization from acetic acid.

Workup

  1. customreaction
  2. temperaturethe solution was cooled
  3. filtrationThe resulting precipitate was recovered by filtration
  4. customThe solids recovered from the aqueous slurry
  5. customdried

Sources & evidence

ORD record
ord-f2cb1395a3234a8da71c13bfe5ea0e2a
Source dataset
uspto-grants-1976_04
Patent number
US03953597

Reaction notes

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