Selenium Dioxide → HCID 18401493, compound

HRID 1018454Notes

Reaction equation

HRID 1018454 reaction equation
[Cl:1][C:2]1[CH:22]=[CH:21][C:5]2[CH2:6][C:7]([CH3:20])=[N:8][N:9]=[C:10]([C:11]3[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][CH:12]=3)[C:4]=2[CH:3]=1.[Se](=O)=[O:24]>O1CCOCC1>[CH:20]([C:7]1[CH2:6][C:5]2[CH:21]=[CH:22][C:2]([Cl:1])=[CH:3][C:4]=2[C:10]([C:11]2[CH:12]=[CH:13][C:14]([N+:17]([O-:19])=[O:18])=[CH:15][CH:16]=2)=[N:9][N:8]=1)=[O:24]

Participants

4

Reactant 2

HCID 24007Selenium DioxideHCID 18401502HCID 18401502, compound

Product 1

HCID 18401493HCID 18401493, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
90 °C

Procedure

9.17 g (29.0 mM) of 8-chloro-4-methyl-1-(4-nitrophenyl)-5H-2,3-benzodiazepine (prepared according to the method described in Example 39) were dissolved in 120 ml of dioxane, then 2.27 g (20.5 mM) of selenium dioxide powder were added and the mixture was stirred on a 90° C. water bath for 40 minutes. Then the solution was treated with active carbon, filtered and poured into 1500 ml of water. The precipitated crystals were filtered and washed with water. The crude product was purified on a Kieselgel column using benzene as eluant.

Workup

  1. additionThen the solution was treated with active carbon
  2. filtrationfiltered
  3. additionpoured into 1500 ml of water
  4. filtrationThe precipitated crystals were filtered
  5. washwashed with water
  6. customThe crude product was purified on a Kieselgel column

Sources & evidence

ORD record
ord-617cbedb040a4d9e8002aa021cc37de9
Source dataset
uspto-grants-2002_11
Patent number
US06482819B1

Reaction notes

Loading…