2-Azido-N-[4-[(4-fluorophenyl)sulfonyl]phenyl]acetamide → HCID 20273397, compound

HRID 371514Notes

Reaction equation

HRID 371514 reaction equation
[N:1]([CH2:4][C:5]([NH:7][C:8]1[CH:13]=[CH:12][C:11]([S:14]([C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=2)(=[O:16])=[O:15])=[CH:10][CH:9]=1)=[O:6])=[N+]=[N-]>O1CCOCC1.[Ni]>[NH2:1][CH2:4][C:5]([NH:7][C:8]1[CH:9]=[CH:10][C:11]([S:14]([C:17]2[CH:18]=[CH:19][C:20]([F:23])=[CH:21][CH:22]=2)(=[O:16])=[O:15])=[CH:12][CH:13]=1)=[O:6]

Participants

4

Reactant 1

HCID 202734082-Azido-N-[4-[(4-fluorophenyl)sulfonyl]phenyl]acetamide

Product 1

HCID 20273397HCID 20273397, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 312751,4-DioxaneSolvent

Procedure

A 2.0 g portion of this azide was dissolved in 40 ml of p-dioxane and subjected to hydrogenation with Raney nickel catalyst for 1.5 hours. The mixture was filtered, the filtrate concentrated to a residue and recrystallized from ethanol giving 944 mg of the desired product as white crystals, mp 181°-184° C.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate concentrated to a residue
  3. customrecrystallized from ethanol giving 944 mg of the desired product as white crystals, mp 181°-184° C.

Sources & evidence

ORD record
ord-15aa7ed2494c42739c8f06bad45b8a00
Source dataset
uspto-grants-1985_07
Patent number
US04532349

Reaction notes

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