Sulfuric Acid → HCID 13576502, compound

HRID 638571Notes

Reaction equation

HRID 638571 reaction equation
[C:1]1([CH3:21])[CH:6]=[CH:5][C:4]([C:7]([C:9]2[N:13]=[C:12]([CH2:14][C:15]([O:17]C(C)C)=[O:16])[O:11][N:10]=2)=[O:8])=[CH:3][CH:2]=1.S(=O)(=O)(O)O>>[C:1]1([CH3:21])[CH:2]=[CH:3][C:4]([C:7]([C:9]2[N:13]=[C:12]([CH2:14][C:15]([OH:17])=[O:16])[O:11][N:10]=2)=[O:8])=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 13809949HCID 13809949, compound

Product 1

HCID 13576502HCID 13576502, compoundYield 56%

Procedure

To a flask containing 7.0 g of isopropyl [3-(4-toluoyl)-1,2,4-oxadiazol-5-yl]acetate was added 50 ml of cold concentrated sulfuric acid. This mixture was swirled and stirred for 10 minutes. The resulting solution was poured gradually into one liter of ice water with mechanical stirring to precipitate the product. The solid was collected by filtration, washed with water and dried in vacuo at room temperature. Recrystallization from acetone/hexane gave 3.3 g (56%) of a solid, m.p. 140°-141°.

Workup

  1. stirringwith mechanical stirring
  2. customto precipitate the product
  3. filtrationThe solid was collected by filtration
  4. washwashed with water
  5. customdried in vacuo at room temperature
  6. customRecrystallization from acetone/hexane

Sources & evidence

ORD record
ord-737630dfa6f14997a38f328a1dc385ab
Source dataset
uspto-grants-1985_12
Patent number
US04562186

Reaction notes

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