Sodium Dithionite → 1,3-Dimethyl-7-(5,6-epoxyhexyl)xanthine

HRID 986471Notes

Reaction equation

HRID 986471 reaction equation
[CH3:1][N:2]1[C:11](=[O:12])[C:10]2[N:9]([CH2:13][CH2:14][CH2:15][CH2:16][CH:17]=[CH2:18])[CH:8]=[N:7][C:6]=2[N:5]([CH3:19])[C:3]1=[O:4].ClC1C=CC=C(C(OO)=[O:28])C=1.S(S([O-])=O)([O-])=O.[Na+].[Na+]>C(Cl)(Cl)Cl>[CH3:1][N:2]1[C:11](=[O:12])[C:10]2[N:9]([CH2:13][CH2:14][CH2:15][CH2:16][CH:17]3[O:28][CH2:18]3)[CH:8]=[N:7][C:6]=2[N:5]([CH3:19])[C:3]1=[O:4]

Participants

5

Reactant 3

HCID 24489Sodium DithioniteHCID 70297m-Chloroperbenzoic acidHCID 128073871,3-Dimethyl-7-(5-hexenyl)xanthine

Product 1

HCID 131516391,3-Dimethyl-7-(5,6-epoxyhexyl)xanthine

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution of 31 g of 1,3-dimethyl-7-(5-hexenyl)xanthine and 34.9 g of m-chloroperbenzoic acid (70% pure) in 700 ml of chloroform was stirred at room temperature for 48 hours. The mixture was shaken with 10% strength sodium dithionite solution until the test with starch-iodide paper was negative, and washed with sodium bicarbonate solution and then with water to neutrality, dried and evaporated under reduced pressure.

Workup

  1. washwashed with sodium bicarbonate solution
  2. dry with materialwith water to neutrality, dried
  3. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-d1a5c2065bb748c1b367ce147b30954a
Source dataset
uspto-grants-1987_12
Patent number
US04713455

Reaction notes

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