Piperidine → HCID 178433068, compound

HRID 1755649Notes

Reaction equation

HRID 1755649 reaction equation
[CH3:1][C:2]1[N+:7]([O-:8])=[C:6]([NH2:9])[CH:5]=[C:4](Cl)[N:3]=1.[NH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1>>[CH3:1][C:2]1[N+:7]([O-:8])=[C:6]([NH2:9])[CH:5]=[C:4]([N:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)[N:3]=1

Participants

3

Reactant 2

HCID 8082PiperidineHCID 178432865HCID 178432865, compound

Product 1

HCID 178433068HCID 178433068, compoundYield 69.6%

Procedure

A solution of 44 g (0.261 mol) of 2-methyl4-amino-6-chloropyrimidine 3-oxide in 352 ml of piperidine is refluxed gently for 4 hours 30 minutes, with stirring and under nitrogen. A yellow suspension is obtained. The suspension is cooled in a salt ice bath and the precipitate is drained and washed on the filter with 30 ml of piperidine and then with ethyl ether. It is then taken up, with stirring, twice ill 150 ml of ice-water. The solid is drained and dried under vacuum at ambient temperature. 42 g of product in the form of the monohydrate are obtained. The product is recrystallized from acetonitrile with 3% of water, After drying at 80° C., 37.8 g (0.181 mol) of anhydrous pure product having a melting point of 200°-200.5° C. are recovered. The yield is 69.6%.

Workup

  1. customA yellow suspension is obtained
  2. temperatureThe suspension is cooled in a salt ice bath
  3. washwashed on the
  4. filtrationfilter with 30 ml of piperidine
  5. stirringwith stirring
  6. customdried under vacuum at ambient temperature

Sources & evidence

ORD record
ord-842e4fbb62a542a48e0efafd8d29a4de
Source dataset
uspto-grants-1995_08
Patent number
US05438058

Reaction notes

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