4-Iodobenzenesulfonamide → HCID 68853222, compound

HRID 1984680Notes

Reaction equation

[C:1]([C:3]1[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[N:5][O:6][C:7]=1[CH3:8])#[CH:2].I[C:16]1[CH:21]=[CH:20][C:19]([S:22]([NH2:25])(=[O:24])=[O:23])=[CH:18][CH:17]=1>>[CH3:8][C:7]1[O:6][N:5]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:3]=1[C:1]#[C:2][C:16]1[CH:21]=[CH:20][C:19]([S:22]([NH2:25])(=[O:24])=[O:23])=[CH:18][CH:17]=1

Participants

Reactant 2

HCID 132184-Iodobenzenesulfonamide

HCID 534346474-Ethynyl-5-methyl-3-phenyl-isoxazole

Product 1

HCID 68853222HCID 68853222, compoundYield 71%

Procedure

As described for example 11c, 4-ethynyl-5-methyl-3-phenyl-isoxazole (92 mg, 0.50 mmol) was converted (using 4-iodobenzenesulphonamide instead of 2-chloro-4-iodopyridine) to the title compound (SiO2, heptane:ethyl acetate=95:5 to 0:100, 120 mg, 71%) which was obtained as a white solid. MS: m/e=339.2 [M+H]+.

Sources & evidence

ORD record: ord-fb022c1563fb46528c4b5c564664edc4
Source dataset: uspto-grants-2009_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07544704B2

Reaction notes

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