Phosphorus oxychloride → HCID 70454969, compound

HRID 2418681Notes

Reaction equation

HRID 2418681 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 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 enough solid sodium bicarbonate to neutralize the mixture. The solid was separated by filtration, washed with water and ethanol, and 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 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 enough solid sodium bicarbonate
  7. customThe solid was separated by filtration
  8. washwashed with water and ethanol
  9. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-f1598504103e4ae78d30d391352fbc84
Source dataset
uspto-grants-1984_09
Patent number
US04473570

Reaction notes

Loading…