1,4-Dioxane → HCID 22135222, compound

HRID 1826694Notes

Reaction equation

HRID 1826694 reaction equation
[CH3:1][C:2]1[CH2:8][C:7]2[CH:9]=[C:10]3[O:15][CH2:14][O:13][C:11]3=[CH:12][C:6]=2[C:5]([C:16]2[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[C:18]([CH3:25])[CH:17]=2)=[N:4][N:3]=1.[O:26]1CCOCC1>C(#N)C>[CH:1]([C:2]1[CH2:8][C:7]2[CH:9]=[C:10]3[O:15][CH2:14][O:13][C:11]3=[CH:12][C:6]=2[C:5]([C:16]2[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[C:18]([CH3:25])[CH:17]=2)=[N:4][N:3]=1)=[O:26]

Participants

4

Reactant 2

HCID 312751,4-DioxaneHCID 22135225HCID 22135225, compound

Product 1

HCID 22135222HCID 22135222, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 3.37 g (10.0 millimoles) of 8-methyl-5-(4-nitro-3-methyl-phenyl)-9H-1,3-dioxolo[4,5-h][2,3]benzodiazepine, 1.66 g (10.5 millimoles) of selen(IV)oxide and 100 ml of dioxane is stirred on an oil-bath at 80° C. for 3 hours. The solution is filtered on a hot coal-bed washed with 50 ml of hot dioxane and evaporated in vacuo. The crude product obtained is treated with 20 ml of acetonitrile. Thus 2.42 g of the desired compound are obtained, yield 69%, mp.: 188–191° C.

Workup

  1. filtrationThe solution is filtered on a hot coal-bed
  2. washwashed with 50 ml of hot dioxane
  3. customevaporated in vacuo
  4. customThe crude product obtained

Sources & evidence

ORD record
ord-6194685a9de64a35aaef3eadc5a45417
Source dataset
uspto-grants-2006_05
Patent number
US07053082B1

Reaction notes

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