Potassium Hydroxide → HCID 21963047, compound

HRID 2211820Notes

Reaction equation

HRID 2211820 reaction equation
[CH:1]1[C:7](=[O:8])[NH:6][C:4](=[O:5])[NH:3][C:2]=1Cl.[SH:10][C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=1.[OH-].[K+]>C(O)C>[OH:17][C:14]1[CH:15]=[CH:16][C:11]([S:10][C:2]2[NH:3][C:4](=[O:5])[NH:6][C:7](=[O:8])[CH:1]=2)=[CH:12][CH:13]=1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 732726-ChlorouracilHCID 2401474-Mercaptophenol

Product 1

HCID 21963047HCID 21963047, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 4-chlorouracil (0.87 g, 6.0 mmol), 4-mercaptophenol(0.834 g, 6.6 mmol) and KOH (0.435 g, 6.6 mmol) in ethanol (36 ml) was heated to reflux for 24 h. The reaction was allowed to cool, was concentrated in vacuo, and acidified with 1 n HCl. The solids were collected, washed with water and dried to give 6-[(4-hydroxyphenyl)thio]-2,4(1H,3H)-pyrimidinedione (1.1 g, 80%) as a white solid.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 24 h
  3. temperatureto cool
  4. concentrationwas concentrated in vacuo
  5. customThe solids were collected
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-a9821eea54d04a299badab7ddeacf3fe
Source dataset
uspto-grants-2006_09
Patent number
US07101883B2

Reaction notes

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