Bromine → HCID 15613884, compound

HRID 2291711Notes

Reaction equation

HRID 2291711 reaction equation
[F:1][C:2]([F:10])([F:9])[C:3]1[CH:7]=[C:6]([NH2:8])[O:5][N:4]=1.C([O-])(=O)C.[Na+].[Br:16]Br>C(O)(=O)C>[F:1][C:2]([F:10])([F:9])[C:3]1[C:7]([Br:16])=[C:6]([NH2:8])[O:5][N:4]=1

Participants

5

Reactant 3

HCID 24408BromineHCID 517045Sodium AcetateHCID 139139963-(Trifluoromethyl)-1,2-oxazol-5-amine

Product 1

HCID 15613884HCID 15613884, compoundYield 76.7%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The reaction was carried out according to the same procedure as described in Example 66 except that 3-trifluoromethyl-5-aminoisoxazole (1.06 g, 7.00 mmole), acetic acid (7 ml), anhydrous sodium acetate (0.57 g, 7.00 mmole) and bromine (1.34 g, 8.40 mmole) were used. The product was then purified by column chromatography on silica gel to give a yellow liquid (1.24 g). This product was distilled under reduced pressure to give the title compound as a colorless liquid. Yield: 1.07 g (66.2%), b.p. 85.5°-86.5° C./4.0 mmHg. The structure of this product was confirmed by IR and NMR.

Workup

  1. customThe product was then purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-c11da69ae8014fb2940aa061de113dec
Source dataset
uspto-grants-1989_01
Patent number
US04797492

Reaction notes

Loading…