Hydrochloric Acid → HCID 135797562, compound

HRID 2412862Notes

Reaction equation

HRID 2412862 reaction equation
[NH2:1][C:2]1[NH:3][C:4](=[O:18])[C:5]2[N:6]=[CH:7][N:8]([CH2:11][CH2:12][CH:13]([OH:17])[C:14]([OH:16])=[O:15])[C:9]=2[N:10]=1.Cl.[CH2:20](O)[CH3:21]>>[CH2:20]([O:15][C:14](=[O:16])[CH:13]([OH:17])[CH2:12][CH2:11][N:8]1[CH:7]=[N:6][C:5]2[C:4](=[O:18])[NH:3][C:2]([NH2:1])=[N:10][C:9]1=2)[CH3:21]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 135797561HCID 135797561, compound

Product 1

HCID 135797562HCID 135797562, compound

Procedure

4-(2-Amino-1,6-dihydro-6-oxopurin-9-yl)-2-hydroxybutyric acid (2.00 g, 7.9 mmole; prepared according to Example 3) was mixed with 500 ml of ethanol. The mixture was saturated with hydrogen chloride gas, first without cooling and then with cooling in ice-water. The total addition time was about 15 minutes. The mixture was then slowly warmed to room temperature and allowed to stand over night. After evaporation of the solvent, the residue was treated three times each with 25 ml of ethanol, the solvent being reevaporated after each treatment. The residue was then dissolved in 12 ml of water and the pH adjusted to 6-7 with saturated aqueous sodium bicarbonate. The precipitate was filtered off, washed with 2 ml of water and dried in vacuo to yield 1.60 g. Recrystallization from ethanol gave a pure product, m.p. 161°-3° C. (a sample for analysis had m.p. 162°-3° C.). Analyses--Found: C 46.96; H 5.35; N 24.77; O 22.60%. Calculated for C11H15N5O4 : C 46.97; H 5.38; N 24.90; O 22.75%.

Workup

  1. temperaturefirst without cooling
  2. additionThe total addition time
  3. waitto stand over night
  4. customAfter evaporation of the solvent
  5. additionthe residue was treated three times each with 25 ml of ethanol
  6. customthe solvent being reevaporated after each treatment
  7. dissolutionThe residue was then dissolved in 12 ml of water
  8. filtrationThe precipitate was filtered off
  9. washwashed with 2 ml of water
  10. customdried in vacuo
  11. customto yield 1.60 g
  12. customRecrystallization from ethanol
  13. customgave a pure product, m.p. 161°-3° C. (a sample for analysis

Sources & evidence

ORD record
ord-33db735e839044bcb0c12df638c90b4a
Source dataset
uspto-grants-1985_01
Patent number
US04495190

Reaction notes

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