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

HRID 722222Notes

Reaction equation

HRID 722222 reaction equation
[O:1]=[C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][C:10]([NH:13]C(=O)C)=[C:9]([O:17][C:18]([F:21])([F:20])[F:19])[CH:8]=2)[NH:3]1.CO.[ClH:24]>O1CCOCC1>[ClH:24].[NH2:13][C:10]1[CH:11]=[CH:12][C:7]([C:4]2[NH:3][C:2](=[O:1])[O:6][N:5]=2)=[CH:8][C:9]=1[O:17][C:18]([F:19])([F:21])[F:20]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 135839374N-[4-(5-oxo-4,5-dihydro-[1,2,4]oxadiazol-3-yl)-2-trifluoromethoxyphenyl]acetamide

Product 1

HCID 1363606243-(4-amino-3-trifluoromethoxyphenyl)-4H-[1,2,4]-oxadiazol-5-one hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The mixture consisting of 200 mg of N-[4-(5-oxo-4,5-dihydro-[1,2,4]oxadiazol-3-yl)-2-trifluoromethoxyphenyl]acetamide, 10 ml of methanol and 0.5 ml of a 4M solution of hydrochloric acid in dioxane was stirred at room temperature for 15 hours. After concentrating the volatile fractions on a rotary evaporator, a yellowish oil remains.

Workup

  1. concentrationAfter concentrating the volatile fractions
  2. customon a rotary evaporator

Sources & evidence

ORD record
ord-7669183fc8fa4123a4e51df9ac4b45c4
Source dataset
uspto-grants-2006_11
Patent number
US07138414B2

Reaction notes

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