Hydrochloric Acid → N-(2-aminoethyl)4-phenyl-3-isoxazolecarboxamide hydrochloride

HRID 1590893Notes

Reaction equation

HRID 1590893 reaction equation
[C:1]1([C:7]2[C:8]([C:12]([NH:14][CH2:15][CH2:16][NH:17]C(=O)OC(C)(C)C)=[O:13])=[N:9][O:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.FC(F)(F)C(O)=O.[ClH:32]>>[ClH:32].[NH2:17][CH2:16][CH2:15][NH:14][C:12]([C:8]1[C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[CH:11][O:10][N:9]=1)=[O:13]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 6422Trifluoroacetic acidHCID 54501153HCID 54501153, compound

Product 1

HCID 19768554N-(2-aminoethyl)4-phenyl-3-isoxazolecarboxamide hydrochlorideYield 94.1%

Procedure

5.0 g (15.1 mmol) of t-butyl [2-(4-phenyl-3-isoxazolecarboxamido)ethyl]carbamate were stirred at room temperature for 16 hours with trifluoroacetic acid analogously to Example 13. After concentration there was obtained a residue which was converted into the hydrochloride. Recrystallization of the crude product from methanol/ether yielded 3.8 g (94.1%) of N-(2-aminoethyl)-4-phenyl-3-isoxazolecarboxamide hydrochloride as white crystals, melting point 211°-212°.

Workup

  1. concentrationAfter concentration
  2. customthere was obtained a residue which
  3. customRecrystallization of the crude product from methanol/ether

Sources & evidence

ORD record
ord-41b5f632b55f461589731e588dd7fd8c
Source dataset
uspto-grants-1993_04
Patent number
US05204482

Reaction notes

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