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

HRID 2290245Notes

Reaction equation

HRID 2290245 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-f9fb5f2784d84f5b99b1d524dc5e629d
Source dataset
uspto-grants-1986_10
Patent number
US04616020

Reaction notes

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