Benzeneseleninic acid → HCID 53770367, compound

HRID 581901Notes

Reaction equation

HRID 581901 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([N:8]2[C:12]3[CH:13]=[CH:14][C:15]([CH2:17][OH:18])=[CH:16][C:11]=3[N:10]=[CH:9]2)[CH:5]=[CH:6][CH:7]=1.C1([Se](O)=O)C=CC=CC=1>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:3]=[C:4]([N:8]2[C:12]3[CH:13]=[CH:14][C:15]([CH:17]=[O:18])=[CH:16][C:11]=3[N:10]=[CH:9]2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 23427Benzeneseleninic acidHCID 54564593HCID 54564593, compound

Product 1

HCID 53770367HCID 53770367, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of 27 from Example 6 (3.9 g, 12.9 mmol) and benzeneseleninic acid (3.04 g, 16.1 mmol) in toluene is stirred at 70° C. over night. The product precipitates upon cooling. The precipitate is filtered off, washed with petroleum ether and dried. Subsequent washings with aqueous sodium carbonate and water affords pure 28. Yield: 2.99 g (77%). Mp 179-181° C.

Workup

  1. customThe product precipitates
  2. temperatureupon cooling
  3. filtrationThe precipitate is filtered off
  4. washwashed with petroleum ether
  5. customdried
  6. washSubsequent washings with aqueous sodium carbonate and water
  7. customaffords pure 28

Sources & evidence

ORD record
ord-3f6038fdb8b548b8b0cf2ebda0bc4af3
Source dataset
uspto-grants-1999_07
Patent number
US05922725

Reaction notes

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