Acetyl chloride → HCID 178470324, compound

HRID 628975Notes

Reaction equation

HRID 628975 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].[CH2:5]([O:7][C:8]1[C:9]([C:16](O)=[O:17])=[N:10][C:11]([OH:15])=[N:12][C:13]=1[OH:14])[CH3:6]>CCO>[CH2:1]([O:3][C:16]([C:9]1[C:8]([O:7][CH2:5][CH3:6])=[C:13]([OH:14])[N:12]=[C:11]([OH:15])[N:10]=1)=[O:17])[CH3:2]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 178467331HCID 178467331, compound

Product 1

HCID 178470324HCID 178470324, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Acetyl chloride (100 ml, 36 eq.) was added dropwise to absolute EtOH (780 ml) at 0° C. After stirring the resulting solution for 20 min at r.t., 5-ethoxy-2,6-dihydroxy-pyrimidine-4-carboxylic acid (7.76 g, 1 eq.) was added in one portion and the mixture was refluxed overnight. The volatiles were evaporated in vacuo to give 5-ethoxy-2,6-dihydroxy-pyrimidine-4-carboxylic acid ethyl ester as an off-white solid (8.85 g, 100%).

Workup

  1. temperaturethe mixture was refluxed overnight
  2. customThe volatiles were evaporated in vacuo

Sources & evidence

ORD record
ord-5f8aa52d9b5f446494f94a7cda49cf9f
Source dataset
uspto-grants-2016_04
Patent number
US09315491B2

Reaction notes

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