Chloroacetic Acid → HCID 12661864, compound

HRID 1679340Notes

Reaction equation

HRID 1679340 reaction equation
ClCC(O)=[O:4].[C:6]1([CH3:21])[CH:11]=[CH:10][CH:9]=[C:8]([O:12][C:13]2[C:14](=[O:20])[NH:15][C:16](=S)[NH:17][CH:18]=2)[CH:7]=1>Cl>[C:6]1([CH3:21])[CH:11]=[CH:10][CH:9]=[C:8]([O:12][C:13]2[C:14](=[O:20])[NH:15][C:16](=[O:4])[NH:17][CH:18]=2)[CH:7]=1

Participants

4

Reactant 2

HCID 300Chloroacetic AcidHCID 12661846HCID 12661846, compound

Product 1

HCID 12661864HCID 12661864, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

To a solution of 73.3 g (0.744 mol) chloroacetic acid in 700 ml 12N HCl was added 28.6 g (0.122 mol) of 5-m-tolyloxy-2-thiouracil. The slurry was heated at reflux for 35 hours and filtered while still hot. The resulting white solid was washed well with H2O and dried to give 24.5 g of 5-m-tolyloxyuracil (m.p. 291°-295°).

Workup

  1. temperatureThe slurry was heated
  2. temperatureat reflux for 35 hours
  3. filtrationfiltered while still hot
  4. washThe resulting white solid was washed well with H2O
  5. customdried

Sources & evidence

ORD record
ord-369d43da719b4a07bad3244516be0b82
Source dataset
uspto-grants-1978_03
Patent number
US04080454

Reaction notes

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