Thionyl Chloride → HCID 59178054, compound

HRID 1915005Notes

Reaction equation

HRID 1915005 reaction equation
[CH2:1]([N:3]1[C:12](=[O:13])[C:11]2[NH:10][C:9]([CH2:14]O)=[N:8][C:7]=2[N:6]([CH2:16][CH3:17])[C:4]1=[O:5])[CH3:2].S(Cl)([Cl:20])=O>>[CH2:1]([N:3]1[C:12](=[O:13])[C:11]2[NH:10][C:9]([CH2:14][Cl:20])=[N:8][C:7]=2[N:6]([CH2:16][CH3:17])[C:4]1=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 22908988HCID 22908988, compound

Product 1

HCID 59178054HCID 59178054, compoundYield 74.3%

Procedure

1 gram of 1,3-diethyl-8-hydroxymethylxanthine was added to an excess (3 grams) of thionyl chloride and the mixture was refluxed for 1 hour. The excess thionyl chloride was evaporated and the resulting residue was crystallized from hexane, to yield 1,3-diethyl-8-chloromethylxanthine (0.8 gram).

Workup

  1. temperaturethe mixture was refluxed for 1 hour
  2. customThe excess thionyl chloride was evaporated
  3. customthe resulting residue was crystallized from hexane

Sources & evidence

ORD record
ord-d2527d2701264e96b729443b7ee2f27b
Source dataset
uspto-grants-2013_12
Patent number
US08614319B2

Reaction notes

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