Chloroacetic Acid → HCID 178515561, compound

HRID 365389Notes

Reaction equation

HRID 365389 reaction equation
S[C:2]1[N:7]=[C:6]([OH:8])[CH:5]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:3]=1.ClCC(O)=[O:18].Cl>O>[OH:18][C:2]1[N:7]=[C:6]([OH:8])[CH:5]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:3]=1

Participants

5

Reactant 3

HCID 300Chloroacetic AcidHCID 313Hydrochloric AcidHCID 178515562HCID 178515562, compound

Product 1

HCID 178515561HCID 178515561, compoundYield 83.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-Mercapto-4-hydroxy-6-phenylpyrimidine (8.6 g, 42 mmol) and chloroacetic acid (8.5 g, 90 mmol) were slurried in water (100 mL). After refluxing the mixture for 24 hours, hydrochloric acid was added and the precipitate was isolated by filtration. The solid was dried in a vacuum oven to give 6.6 g (83%) of 2,4-dihydroxy-6-phenylpyrimidine.

Workup

  1. temperatureAfter refluxing the mixture for 24 hours
  2. customthe precipitate was isolated by filtration
  3. customThe solid was dried in a vacuum oven

Sources & evidence

ORD record
ord-a3cc2acde48c4247bf242b2e0329e535
Source dataset
uspto-grants-2000_10
Patent number
US06127376

Reaction notes

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