Chloroacetic Acid → HCID 21081159, compound

HRID 346523Notes

Reaction equation

HRID 346523 reaction equation
[OH:1][C:2]1[C:7]([O:8][CH:9]([CH3:11])[CH3:10])=[CH:6][N:5]=[C:4](S)[N:3]=1.ClCC(O)=[O:16].Cl>O>[CH:9]([O:8][C:7]1[C:2](=[O:1])[NH:3][C:4](=[O:16])[NH:5][CH:6]=1)([CH3:11])[CH3:10]

Participants

5

Reactant 3

HCID 300Chloroacetic AcidHCID 313Hydrochloric AcidHCID 178458801HCID 178458801, compound

Product 1

HCID 21081159HCID 21081159, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

60.8 g of 4-hydroxy-5-isopropoxy-2-mercapto-pyrimidine are refluxed together with 60 g of chloroacetic acid in 1.2 litres of water for 2.5 hours, during which time the precipitate dissolves completely. 200 ml of conc. hydrochloric acid are added and the mixture is refluxed for a further 7 hours. Then the reaction mixture is evaporated down to 500 ml, whereupon the desired product is obtained as a precipitate, filtered off and dried overnight at 70° C. (28.6 g; 52%).

Workup

  1. dissolutiondissolves completely
  2. temperaturethe mixture is refluxed for a further 7 hours
  3. customThen the reaction mixture is evaporated down to 500 ml, whereupon the desired product
  4. customis obtained as a precipitate
  5. filtrationfiltered off
  6. customdried overnight at 70° C. (28.6 g; 52%)

Sources & evidence

ORD record
ord-d097ea5c080e4da8aa12b0267ed3aab2
Source dataset
uspto-grants-2007_02
Patent number
US07173028B2

Reaction notes

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