Chloroacetic Acid → HCID 21081159, compound

HRID 1965949Notes

Reaction equation

HRID 1965949 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-111dace7bc1946c2a93cb2d5732ef6c6
Source dataset
uspto-grants-2013_04
Patent number
US08420630B2

Reaction notes

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