Chloroacetic Acid → HCID 178494893, compound

HRID 2105241Notes

Reaction equation

HRID 2105241 reaction equation
[OH:1][C:2]1(S)[CH:7]=[C:6]([CH2:8][CH2:9][CH2:10][O:11][CH3:12])[N:5]=[CH:4][NH:3]1.ClCC(O)=[O:17].[OH-].[Na+]>O>[OH:17][C:4]1[N:3]=[C:2]([OH:1])[CH:7]=[C:6]([CH2:8][CH2:9][CH2:10][O:11][CH3:12])[N:5]=1

Participants

5

Reactant 3

HCID 300Chloroacetic AcidHCID 14798Sodium HydroxideHCID 178494894HCID 178494894, compound

Product 1

HCID 178494893HCID 178494893, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
120 °C

Procedure

A suspension of 4-hydroxy-4-mercapto-6-(3-methoxypropyl)pyrimidine (Method 84) (3.9 g, 19.5 mmol) and chloroacetic acid (1.89 g, 19.9 mmol) in water (20 ml) was heated at 120° C. for 24 hours. The mixture was allowed to cool, adjusted to pH7 with sodium hydroxide solution and extracted with EtOAc. The extracts were combined, dried (Na2SO4) and the solvent removed by evaporation to give the title compound (1.9 g, 55%) as a solid.

Workup

  1. temperatureto cool
  2. extractionextracted with EtOAc
  3. dry with materialdried (Na2SO4)
  4. customthe solvent removed by evaporation

Sources & evidence

ORD record
ord-ad1e6800fd184acbb2a6398ca2932e8b
Source dataset
uspto-grants-2009_08
Patent number
US07579349B2

Reaction notes

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