Phosphorus oxychloride → HCID 70454969, compound

HRID 1632986Notes

Reaction equation

HRID 1632986 reaction equation
[C:1]([NH:4][CH2:5][C:6]1[NH:7][C:8](=[O:13])[NH:9][C:10](=O)[CH:11]=1)(=O)[CH3:2].P(Cl)(Cl)([Cl:16])=O>>[Cl:16][C:10]1[CH:11]=[C:6]2[CH:5]=[N:4][CH:1]([CH3:2])[N:7]2[C:8](=[O:13])[N:9]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 21793940N-[(2,6-Dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)methyl]acetamide

Product 1

HCID 70454969HCID 70454969, compound

Procedure

A suspension of 6.63 g (36.2 mmole) of 4-acetylaminomethylpyrimidine-2,6-dione in 250 ml of phosphorous oxychloride was heated at reflux for 20 hours, and was then cooled and evaporated. The residue was added to about 700 ml of cold saturated sodium bicarbonate solution. To the resulting mixture was added 200 ml of chloroform and sufficient solid sodium bicarbonate to neutralize the mixture. The solid was separated by filtration, and the filtrate was saved for Part B. The solid was washed with water and ethanol, and was then recrystallized from ethanol to provide yellow solid 7-chloro-3-methylimidazo[1,5-c]pyrimidin-5-one, m.p. 239° C. (dec.). Analysis: Calculated for C7H6ClN3O; %C, 45.8; %H, 3.3; %N, 22.9; Found; %C, 45.8; %H, 3.1; %N, 22.8.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 20 hours
  3. temperaturewas then cooled
  4. customevaporated
  5. additionThe residue was added to about 700 ml of cold saturated sodium bicarbonate solution
  6. additionTo the resulting mixture was added 200 ml of chloroform and sufficient solid sodium bicarbonate
  7. customThe solid was separated by filtration
  8. washThe solid was washed with water and ethanol
  9. customwas then recrystallized from ethanol

Sources & evidence

ORD record
ord-a7b433a4b61445889ae806d4ceba8f02
Source dataset
uspto-grants-1984_10
Patent number
US04478835

Reaction notes

Loading…