m-Chloroperbenzoic acid → HCID 178463313, compound

HRID 964853Notes

Reaction equation

HRID 964853 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([NH:8][CH2:9][CH3:10])[CH:5]=[C:4]([Cl:11])[N:3]=1.ClC1C=CC=C(C(OO)=[O:20])C=1>C(O)C>[NH2:1][C:2]1[N+:7]([O-:20])=[C:6]([NH:8][CH2:9][CH3:10])[CH:5]=[C:4]([Cl:11])[N:3]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 2290506-Chloro-n4-ethylpyrimidine-2,4-diamine

Product 1

HCID 178463313HCID 178463313, compoundYield 35%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

8 g of 2-amino-4-ethylamino-6-chloropyrimidine are suspended in 150 ml of ethanol. 21.80 g of meta-chloroperbenzoic acid are added dropwise as solution in 150 ml of ethanol. After 2 hours' stirring, the reaction mixture is concentrated to a third in a rotary evaporator. The precipitate is filtered off on sintered glass, washed with 2×50 ml of ethyl ether and is then recrystallized from 60 ml of a 9/1 acetonitrile-ethanol mixture. 3.05 g of 2-amino-4-ethylamino-6-chloropyrimidine 3-oxide are obtained.

Workup

  1. concentrationthe reaction mixture is concentrated to a third in a rotary evaporator
  2. filtrationThe precipitate is filtered off on sintered glass
  3. washwashed with 2×50 ml of ethyl ether
  4. customis then recrystallized from 60 ml of a 9/1 acetonitrile-ethanol mixture

Sources & evidence

ORD record
ord-6ecce966dea64aa39d7533bc262c1b4e
Source dataset
uspto-grants-1998_06
Patent number
US05772990

Reaction notes

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