HCID 13645987, compound → HCID 13645989, compound

HRID 280075Notes

Reaction equation

HRID 280075 reaction equation
CC([NH:5][S:6]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[Se:15][CH3:16])(=[O:8])=[O:7])(C)C>FC(F)(F)C(O)=O>[CH3:16][Se:15][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1[S:6]([NH2:5])(=[O:8])=[O:7]

Participants

3

Reactant 1

HCID 13645987HCID 13645987, compound

Product 1

HCID 13645989HCID 13645989, compoundYield 81,712.102%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent2×

Procedure

Under nitrogen a solution of N-(1,1-dimethylethyl)-2-(methylselenyl)benzenesulfonamide (34.5 g, 0.113 mmol) in trifluoroacetic acid (100 mL) was stirred at room temperature overnight. The solvent was then rotary evaporated to leave an amber solid. This was again treated with trifluoroacetic acid (100 mL) at room temperature overnight. The mixture was concentrated in vacuo, then poured into ice-water. The solid was collected, rinsed with ice-water, and dried in vacuo. The crude product was recrystallized from hot benzene (5 mL/g), collected at room temperature, rinsed with benzene and hexanes, and dried. The 2-(methylselenyl)benzenesulfonamide (23.1 g) obtained melted at 119°-121° C.

Workup

  1. customThe solvent was then rotary evaporated
  2. customto leave an amber solid
  3. concentrationThe mixture was concentrated in vacuo
  4. additionpoured into ice-water
  5. customThe solid was collected
  6. washrinsed with ice-water
  7. customdried in vacuo
  8. customThe crude product was recrystallized from hot benzene (5 mL/g)
  9. customcollected at room temperature
  10. washrinsed with benzene and hexanes
  11. customdried

Sources & evidence

ORD record
ord-b0c1330bfec44d72ac5e08c6f380ee3e
Source dataset
uspto-grants-1986_05
Patent number
US04588432

Reaction notes

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