Hydrochloric Acid → HCID 12272868, compound

HRID 1604934Notes

Reaction equation

HRID 1604934 reaction equation
[C:1]([N:3]=[C:4]([O:8][CH3:9])[CH2:5][C:6]#[N:7])#[N:2].CCOCC.[ClH:15].C(=O)(O)[O-].[Na+]>C(O)(=O)C.O>[Cl:15][C:1]1[N:3]=[C:4]([O:8][CH3:9])[CH:5]=[C:6]([NH2:7])[N:2]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 516892Sodium BicarbonateHCID 12272861HCID 12272861, compound

Product 1

HCID 12272868HCID 12272868, compoundYield 83.1%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

After 1.23 g of methyl N-cyanocyanoacetimidate was dissolved in 10 ml of glacial acetic acid, 10.7 g of a 20% ether solution of hydrogen chloride was added dropwise at 15°-25°C to the solution. Then, the solution was made to react for 6 hours at room temperature. After the reaction, the solvent was distilled off to give a residue. The residue was dissolved in 10 ml of water and the solution was neutralized with sodium bicarbonate solution to give precipitates. Then, the precipitates were collected by filtration, washed with water and dried to give 1.47 g of crude crystals. The crystals were recrystallized from diluted hydrochloric acid to give 1.33 g of 2-chloro-4-methoxy-6-aminopyrimidine (yield 83.1%), mp 186°-187°C.

Workup

  1. customto react for 6 hours at room temperature
  2. customAfter the reaction
  3. distillationthe solvent was distilled off
  4. customto give a residue
  5. customto give
  6. customprecipitates
  7. filtrationThen, the precipitates were collected by filtration
  8. washwashed with water
  9. customdried
  10. customto give 1.47 g of crude crystals
  11. customThe crystals were recrystallized from diluted hydrochloric acid

Sources & evidence

ORD record
ord-e10c81a5984340608a29dbf786808b24
Source dataset
uspto-grants-1976_04
Patent number
US03948915

Reaction notes

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