Hydrochloric Acid → HCID 178440242, compound

HRID 267188Notes

Reaction equation

HRID 267188 reaction equation
[CH:1]([C:4]1[N:9]=[C:8]([OH:10])[CH:7]=[C:6]([CH2:11]Cl)[N:5]=1)([CH3:3])[CH3:2].C([O-])(=[O:15])C.[Na+].[OH-].[Na+].Cl>O>[CH:1]([C:4]1[N:9]=[C:8]([OH:10])[CH:7]=[C:6]([CH2:11][OH:15])[N:5]=1)([CH3:3])[CH3:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 517045Sodium AcetateHCID 178440239HCID 178440239, compound

Product 1

HCID 178440242HCID 178440242, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

9.33 gm of 2-isopropyl-4-hydroxy-6-chloromethyl-pyrimidine (0.0495 mole) and 13.60 gm of sodium acetate (having 3 molecules water of crystallization, 0.10 mole) were heated in 200 ml of water under reflux (atmospheric pressure). At the 5, 24 and 48 hours periods in the reaction, the reaction was interrupted and the pH of the reaction mixture was adjusted to 7 with 1N sodium hydroxide solution. After 72 hours overall duration, the reaction was discontinued. (Throughout this reaction period the pH was always between 5 and 8.) 50 ml of 1N hydrochloric acid were added. Over a 5 hour period, acetic acid and water were distilled off, with the lost water continuously being replaced. The distillation residue was brought to a pH of 5 and was evaporated until dry. The dry residue subsequently was extracted with methylene chloride in a Soxhlet extractor (separation of NaCl and sodium acetate). After distillation off of the methylene chloride, the 2-isopropyl-4-hydroxy-6-hydroxymethyl-pyrimidine was obtained. The yield of the product was 93.72 percent and the product has a purity of 97.9 percent. The melting point of the product was 186.2° to 186.5°C.

Workup

  1. temperatureunder reflux (atmospheric pressure)
  2. customAt the 5, 24 and 48 hours periods in the reaction
  3. custom(Throughout this reaction period the pH
  4. distillationOver a 5 hour period, acetic acid and water were distilled off, with the lost water
  5. customwas evaporated
  6. customuntil dry
  7. extractionThe dry residue subsequently was extracted with methylene chloride in a Soxhlet extractor (separation of NaCl and sodium acetate)
  8. distillationAfter distillation off of the methylene chloride

Sources & evidence

ORD record
ord-a53a4873d62a46f7b269d1a9278cfb7d
Source dataset
uspto-grants-1976_03
Patent number
US03941786

Reaction notes

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