Hydrochloric Acid → HCID 178430834, compound

HRID 645693Notes

Reaction equation

HRID 645693 reaction equation
CO[CH:3](OC)[CH:4](Cl)[CH3:5].Cl.CC([O-])=O.[Na+].[NH2:15][C:16]1[NH:21][C:20](=[O:22])[NH:19][C:18](=[O:23])[CH:17]=1>O>[CH3:5][C:4]1[C:17]2[C:18]([OH:23])=[N:19][C:20]([OH:22])=[N:21][C:16]=2[NH:15][CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric Acid2×HCID 701206-AminouracilHCID 517045Sodium Acetate2×HCID 51528542-Chloropropionaldehyde dimethyl acetal

Product 1

HCID 178430834HCID 178430834, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
95 °C

Procedure

To a mixture of 2-chloropropionaldehyde dimethyl acetal (5.84 g, 42.1 mmol) in H2O (26 mL) was added conc. HCl (1 mL). After heating at 95° C. for 15 min (or until the solution turns homogenous), NaOAc (5.2 g) was added to neutralize the excess HCl. The resulting solution was then transferred to a separate flask containing a suspension of 6-aminouracil (4 g, 31.5 mmol) and NaOAc (2.6 g) in H2O (52 mL). After heating the mixture at reflux overnight, the reaction was cooled and the precipitates were collected by filtration to give 5-methyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diol (4.8 g, 94% yield).

Workup

  1. additionwas added
  2. customThe resulting solution was then transferred to a separate flask
  3. additioncontaining
  4. temperatureAfter heating the mixture
  5. temperatureat reflux overnight
  6. temperaturethe reaction was cooled
  7. filtrationthe precipitates were collected by filtration

Sources & evidence

ORD record
ord-a9df538fcb11438db3783aef53306f67
Source dataset
uspto-grants-2010_04
Patent number
US07705004B2

Reaction notes

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