Triethylamine hydrochloride → HCID 57498047, compound

HRID 855657Notes

Reaction equation

HRID 855657 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[NH:13][C:12](=O)[NH:11][C:10](=O)[CH:9]=1.O=P(Cl)(Cl)[Cl:18].[ClH:21].C(N(CC)CC)C.C(=O)(O)[O-].[Na+]>>[Cl:21][C:12]1[N:11]=[C:10]([Cl:18])[CH:9]=[C:8]([C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[Cl:1])[N:13]=1

Participants

5

Reactant 4

HCID 11130Triethylamine hydrochlorideHCID 24813Phosphorus oxychlorideHCID 516892Sodium BicarbonateHCID 13543255HCID 13543255, compound

Product 1

HCID 57498047HCID 57498047, compoundYield 73%

Procedure

6-(2-Chloro-phenyl)-1H-pyrimidine-2,4-dione (200 mg, 0.9 mmol) was taken into 5 ml of POCl3. Triethylamine hydrochloride (495 mg) was added to the mixture and heated at 100 C for 18 hours. The mixture was coiled and evaporated in vacuo to afford a white solid. The solid was suspended in ice water and was carefully basified with saturated sodium bicarbonate. A precipitate was collected by vacuum filtration and dried overnight to afford 183 mg (73% yield) of the desired product. HPLC Rt 8.006 mins (100% purity); MS (ES+) m/e 261.0 (M+H)

Workup

  1. temperatureheated at 100 C for 18 hours
  2. customevaporated in vacuo
  3. customto afford a white solid
  4. filtrationA precipitate was collected by vacuum filtration
  5. customdried overnight

Sources & evidence

ORD record
ord-9f50af70acb14386a27fefa36827ca46
Source dataset
uspto-grants-2007_08
Patent number
US07262200B2

Reaction notes

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