Sulfuric Acid → HCID 13576494, compound

HRID 638563Notes

Reaction equation

HRID 638563 reaction equation
[F:1][C:2]1[CH:17]=[CH:16][C:5]([C:6]([C:8]2[N:12]=[C:11]([CH2:13][C:14]#[N:15])[O:10][N:9]=2)=[O:7])=[CH:4][CH:3]=1.[OH:18]S(O)(=O)=O>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([C:8]2[N:12]=[C:11]([CH2:13][C:14]([NH2:15])=[O:18])[O:10][N:9]=2)=[O:7])=[CH:16][CH:17]=1

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 13576488HCID 13576488, compound

Product 1

HCID 13576494HCID 13576494, compoundYield 96%

Procedure

A solution of [3-(4-fluorobenzoyl)-1,2,4-oxadiazol-5-yl]acetonitrile (5.0 g) in 98% H2SO4 (50 ml) was stirred at room temperature for 3 hours. The resulting solution was added slowly to a liter of ice water with mechanical stirring. The precipitated solid was collected by filtration and washed with water (5×300 ml) and cold isopropanol (3×150 ml). The amide was dried in vacuum to yield 5.2 g (96%) of a powder, m.p. 197°-199°.

Workup

  1. filtrationThe precipitated solid was collected by filtration
  2. washwashed with water (5×300 ml) and cold isopropanol (3×150 ml)
  3. dry with materialThe amide was dried in vacuum

Sources & evidence

ORD record
ord-c6982f1730c54ddbbbbbb87d22128621
Source dataset
uspto-grants-1985_12
Patent number
US04562186

Reaction notes

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