Pyridine → HCID 14678122, compound

HRID 1283435Notes

Reaction equation

HRID 1283435 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][NH:3][C:2]1=[O:7].[C:8](Cl)(=[O:10])[CH3:9].N1C=CC=CC=1.O1CCCC1>C(Cl)(Cl)Cl>[C:8]([N:1]1[CH2:6][CH2:5][CH2:4][NH:3][C:2]1=[O:7])(=[O:10])[CH3:9]

Participants

6

Reactant 4

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 8028TetrahydrofuranHCID 746152(1H)-Pyrimidinone, tetrahydro-

Product 1

HCID 14678122HCID 14678122, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The mixture of 10 parts by weight of 1,3-diaza-cyclohexan-2-one, 11.8 parts by weight of acetylchloride, 8.7 parts by weight of pyridine, 50 parts by volume of tetrahydrofurane and 50 parts by volume of chloroform was stirred for 24 hours at room temperature, filtered and washed out with tetrahydrofurane chloroform (1:1). The combined solutions were evaporated to dryness, recrystallized from acetone/ethanol; 50 parts by volume of NaHCO3 -solution were added, and the mixture was extracted 3 times with 50 parts by volume of ethylacetate at a time. The combined organic solutions were dried over MgSO4, evaporated to dryness, and the residue was recrystallized from acetone/petrol-ether.

Workup

  1. filtrationfiltered
  2. washwashed out with tetrahydrofurane chloroform (1:1)
  3. customThe combined solutions were evaporated to dryness
  4. customrecrystallized from acetone/ethanol
  5. addition50 parts by volume of NaHCO3 -solution were added
  6. extractionthe mixture was extracted 3 times with 50 parts by volume of ethylacetate at a time
  7. dry with materialThe combined organic solutions were dried over MgSO4
  8. customevaporated to dryness
  9. customthe residue was recrystallized from acetone/petrol-ether

Sources & evidence

ORD record
ord-78441374ad154fb49a85e8c260704833
Source dataset
uspto-grants-1976_08
Patent number
US03975375

Reaction notes

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