Methanol → HCID 178522337, compound

HRID 1421364Notes

Reaction equation

HRID 1421364 reaction equation
[NH:1]1[CH:8]=[CH:7][C:5]([NH2:6])=[N:4][C:2]1=[O:3].[C:9](Cl)(=[O:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.CO>N1C=CC=CC=1>[C:9]([NH:6][C:5]1[CH:7]=[CH:8][NH:1][C:2](=[O:3])[N:4]=1)(=[O:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 7412Benzoyl chlorideHCID 178418229Cytosine

Product 1

HCID 178522337HCID 178522337, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Cytosine (5.55 g) is suspended in dry pyridine (100 ml). Using a syringe, benzoyl chloride (6.4 ml) is then added dropwise. A virtually clear solution is formed from which a precipitate separates out after approximately 5 minutes. Stirring is continued for approximately 2 hours at room temperature, methanol (100 ml) is then added, and the mixture is concentrated in vacuo. The residue is stirred with isopropanol, filtered, washed with a small amount of methanol and diethyl ether, and dried in vacuo.

Workup

  1. customA virtually clear solution is formed from which a precipitate
  2. waitis continued for approximately 2 hours at room temperature
  3. concentrationthe mixture is concentrated in vacuo
  4. stirringThe residue is stirred with isopropanol
  5. filtrationfiltered
  6. washwashed with a small amount of methanol and diethyl ether
  7. customdried in vacuo

Sources & evidence

ORD record
ord-996be40423854dc8b644488f3d10e15c
Source dataset
uspto-grants-2000_06
Patent number
US06075143

Reaction notes

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