Chloroacetic Acid → HCID 178436953, compound

HRID 1289494Notes

Reaction equation

HRID 1289494 reaction equation
ClCC(O)=[O:4].S[C:7]1[NH:12][C:11](=[O:13])[CH:10]=[C:9]([CH2:14][CH3:15])[N:8]=1.Cl>O>[OH:4][C:7]1[N:12]=[C:11]([OH:13])[CH:10]=[C:9]([CH2:14][CH3:15])[N:8]=1

Participants

5

Reactant 3

HCID 300Chloroacetic AcidHCID 313Hydrochloric AcidHCID 178436955HCID 178436955, compound

Product 1

HCID 178436953HCID 178436953, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture solution of chloroacetic acid(33.3 g, 0.352 mol), water(400 ml) and 2-mercapto-6-ethylpyrimidine-4-one(29 g, 0.186 mol) prepared in the above Step 1 was heated to reflux for 14 hours and cooled to a room temperature. To the reaction mixture was added conc. HCl(95 ml) and the mixture was heated to reflux for 1 day. After the reaction mixture was cooled to a room temperature and concentrated under a reduced pressure, the residue was diluted with water. After stirring for 2 hours, the resulting solid was filtered and dried to give 11.16 g of the titled compound. (Yield: 43%)

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 14 hours
  3. temperaturethe mixture was heated
  4. temperatureto reflux for 1 day
  5. temperatureAfter the reaction mixture was cooled to a room temperature
  6. concentrationconcentrated under a reduced pressure
  7. additionthe residue was diluted with water
  8. filtrationthe resulting solid was filtered
  9. customdried

Sources & evidence

ORD record
ord-944ba75f797c4276a60559ccf2d4c9a3
Source dataset
uspto-grants-1998_05
Patent number
US05750531

Reaction notes

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