5-(4-Bromophenyl)-1,3,4-oxadiazol-2(3H)-one → HCID 23081285, compound

HRID 856350Notes

Reaction equation

HRID 856350 reaction equation
CS(O[CH2:6][CH:7]1[O:11][C:10]2=[N:12][C:13]([N+:15]([O-:17])=[O:16])=[CH:14][N:9]2[CH2:8]1)(=O)=O.[Br:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]2[O:29][C:28](=[O:30])[NH:27][N:26]=2)=[CH:21][CH:20]=1>>[Br:18][C:19]1[CH:20]=[CH:21][C:22]([C:25]2[O:29][C:28](=[O:30])[N:27]([CH2:6][CH:7]3[O:11][C:10]4=[N:12][C:13]([N+:15]([O-:17])=[O:16])=[CH:14][N:9]4[CH2:8]3)[N:26]=2)=[CH:23][CH:24]=1

Participants

3

Reactant 2

HCID 164840335-(4-Bromophenyl)-1,3,4-oxadiazol-2(3H)-oneHCID 23081651HCID 23081651, compound

Product 1

HCID 23081285HCID 23081285, compoundYield 12.3%

Procedure

Using 6-nitro-2,3-dihydroimidazo[2,1-b]oxazol-2-ylmethyl methanesulfonate prepared in Example 40 (3.28 g, 12.46 mmol) and 5-(4-bromophenyl)-3H-[1,3,4]oxadiazol-2-one (1.5 g, 6.22 mmol) gave 5-(4-bromophenyl)-3-(6-nitro-2,3-dihydroimidazo[2,1-b]oxazol-2-ylmethyl)-3H-[1,3,4]oxadiazol-2-one (312 mg, yield 12%) as a light brown powder in the same manner as in Example 534.

Sources & evidence

ORD record
ord-95fbe3fcdc734ce9bc4c33e837b84832
Source dataset
uspto-grants-2007_08
Patent number
US07262212B2

Reaction notes

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