m-Chloroperbenzoic acid → HCID 178432865, compound

HRID 1755648Notes

Reaction equation

HRID 1755648 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[C:4]([Cl:9])[N:3]=1.ClC1C=CC=C(C(OO)=[O:18])C=1>CO>[CH3:1][C:2]1[N+:7]([O-:18])=[C:6]([NH2:8])[CH:5]=[C:4]([Cl:9])[N:3]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 2867546-Chloro-2-methylpyrimidin-4-amine

Product 1

HCID 178432865HCID 178432865, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

50.23 g (0.35 mol) of 2-methyl-4-amino-6-chloropyrimidine are partially dissolved in 700 ml of methanol. The mixture is cooled to 0° C. and 131.7 g (0.42 mol) of approximately 55% m-chloroperbenzoic acid are introduced, in small fractions, with good stirring, at a rate such that the temperature remains below 5° C. After the end of the introduction, the mixture is kept below 5° C. for a further 3 hours and is then allowed to return to ambient temperature. After 4 hours at 20° C., only traces of starting material still remain. The mixture is left to freeze overnight. The following day the precipitate is drained and washed with 30 ml of cold methanol. The precipitate is taken up in 120 ml of iced methanol, with stirring. The solid is drained and dried. 27.4 g of pure product having a melting point of 191° C. are obtained.

Workup

  1. customremains below 5° C
  2. customto return to ambient temperature
  3. waitAfter 4 hours at 20° C.
  4. waitThe mixture is left
  5. waitto freeze overnight
  6. washwashed with 30 ml of cold methanol
  7. customdried
  8. customare obtained

Sources & evidence

ORD record
ord-37808977e7824a6c973e7168e2db8e49
Source dataset
uspto-grants-1995_08
Patent number
US05438058

Reaction notes

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