Sulfuric Acid → HCID 13576501, compound

HRID 638570Notes

Reaction equation

HRID 638570 reaction equation
[Cl:1][C:2]1[CH:21]=[CH:20][C:5]([C:6]([C:8]2[N:12]=[C:11]([CH2:13][C:14]([O:16]C(C)C)=[O:15])[O:10][N:9]=2)=[O:7])=[CH:4][CH:3]=1.OS(O)(=O)=O>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([C:8]2[N:12]=[C:11]([CH2:13][C:14]([OH:16])=[O:15])[O:10][N:9]=2)=[O:7])=[CH:20][CH:21]=1

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 13809950HCID 13809950, compound

Product 1

HCID 13576501HCID 13576501, compoundYield 86.8%

Procedure

To a flask containing 5.2 g of isopropyl [3-(4-chlorobenzoyl)-1,2,4-oxadiazol-5-yl]acetate was added 35 ml of cold concentrated H2SO4. The resulting mixture was stirred and swirled for 15 minutes. The resulting solution was poured slowly into mechanically stirred ice water to precipitate the product. The solid was collected by filtration, washed with excess water and dried under vacuum for 48 hours at room temperature to give 3.9 g of a solid. Recrystallization from acetone/hexane gave 2.5 g (56%) of a solid, m.p. 136°-137°.

Workup

  1. customto precipitate the product
  2. filtrationThe solid was collected by filtration
  3. washwashed with excess water
  4. customdried under vacuum for 48 hours at room temperature

Sources & evidence

ORD record
ord-83584e1e603d4e66bd155b07c0cf8f50
Source dataset
uspto-grants-1985_12
Patent number
US04562186

Reaction notes

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