Hydrochloric Acid → HCID 136387277, compound

HRID 637661Notes

Reaction equation

HRID 637661 reaction equation
[CH:1]([CH:3]([O:6][CH:7]([N:10]1[CH:18]=[N:17][C:16]2[C:15](=[O:19])[NH:14][CH:13]=[N:12][C:11]1=2)[CH:8]=[O:9])[CH2:4][OH:5])=[O:2].[NH2:20][C:21]1[S:22][CH:23]=[CH:24][N:25]=1.Cl>O>[OH:9][CH:8]1[C@H:7]([N:10]2[CH:18]=[N:17][C:16]3[C:15](=[O:19])[NH:14][CH:13]=[N:12][C:11]2=3)[O:6][C@H:3]([CH2:4][OH:5])[CH:1]([OH:2])[N:20]1[C:21]1[S:22][CH:23]=[CH:24][N:25]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 21552-AminothiazoleHCID 135428309HCID 135428309, compound

Product 1

HCID 136387277HCID 136387277, compoundYield 61.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

[R-(R*, R*)]-α-(1-Formyl-2-hydroxyethoxy)-1,6-dihydro-6-oxo-9H-purine-9-acetaldehyde, (inosinedialdehyde), (2.6 g) was dissolved in water (30 ml). To the solution was added 2-aminothiazole (1.0 g). The solution was adjusted at pH 5.0 with dilute hydrochloric acid and stirred at ambient temperature overnight. The precipitate was collected by filtration, washed with acetone and air-dried to give 9-[(2R, 6R)-3,5-dihydroxy-6-hydroxymethyl-4-(2-thiazolyl)morpholin-2-yl]hypoxanthine (2.2 g).

Workup

  1. filtrationThe precipitate was collected by filtration
  2. washwashed with acetone
  3. customair-dried

Sources & evidence

ORD record
ord-b662a62e77ee428f8222883b4b2d93d6
Source dataset
uspto-grants-1985_12
Patent number
US04558047

Reaction notes

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