Hydrochloric Acid → 5-(3-Aminothiophen-2-yl)-3H-[1,3,4]oxadiazol-2-one hydrochloride

HRID 460315Notes

Reaction equation

HRID 460315 reaction equation
[O:1]=[C:2]1[O:6][C:5]([C:7]2[S:8][CH:9]=[CH:10][C:11]=2[NH:12]C(=O)OC(C)(C)C)=[N:4][NH:3]1.[ClH:20]>O1CCOCC1>[ClH:20].[NH2:12][C:11]1[CH:10]=[CH:9][S:8][C:7]=1[C:5]1[O:6][C:2](=[O:1])[NH:3][N:4]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86760474tert-Butyl [2-(5-oxo-4,5-dihydro[1,3,4]oxadiazol-2-yl)thiophen-3-yl]carbamate

Product 1

HCID 184459475-(3-Aminothiophen-2-yl)-3H-[1,3,4]oxadiazol-2-one hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The mixture consisting of 100 mg of tert-butyl [2-(5-oxo-4,5-dihydro[1,3,4]oxadiazol-2-yl)thiophen-3-yl]carbamate and 5 ml of a 4 molar HCl solution in dioxane is stirred for one hour. Afterwards, the volatile fractions are removed under reduced pressure and the residue is stirred with 5 ml of tert-butyl methyl ether and the product is filtered off with suction and dried under reduced pressure.

Workup

  1. customAfterwards, the volatile fractions are removed under reduced pressure
  2. stirringthe residue is stirred with 5 ml of tert-butyl methyl ether
  3. filtrationthe product is filtered off with suction
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-8475ffae7edb463ca082a53f4072f3bc
Source dataset
uspto-grants-2007_03
Patent number
US07196114B2

Reaction notes

Loading…