(S)-(+)-Glycidyl-4-nitrobenzoate → (s)-3-(7-Glycidyloxybenzo(b)furan-2-yl)-5-methyl-1,2,4-oxadiazole

HRID 2085143Notes

Reaction equation

HRID 2085143 reaction equation
[OH:1][C:2]1[C:7]2[O:8][C:9]([C:11]3[N:15]=[C:14]([CH3:16])[O:13][N:12]=3)=[CH:10][C:6]=2[CH:5]=[CH:4][CH:3]=1.S(C1C=CC([N+]([O-])=O)=CC=1)(O[CH2:21][C@H:22]1[O:24][CH2:23]1)(=O)=O>>[CH2:21]([O:1][C:2]1[C:7]2[O:8][C:9]([C:11]3[N:15]=[C:14]([CH3:16])[O:13][N:12]=3)=[CH:10][C:6]=2[CH:5]=[CH:4][CH:3]=1)[C@H:22]1[O:24][CH2:23]1

Participants

3

Reactant 2

HCID 10868995(S)-(+)-Glycidyl-4-nitrobenzoateHCID 227290843-(7-Hydroxybenzo(b)furan-2-yl)-5-methyl-1,2,4-oxadiazole

Product 1

HCID 60078028(s)-3-(7-Glycidyloxybenzo(b)furan-2-yl)-5-methyl-1,2,4-oxadiazoleYield 90%

Procedure

By the reactions in the same manner as in Starting Material Synthesis Example 1 using 3-(7-hydroxybenzo(b)furan-2-yl)-5-methyl-1,2,4-oxadiazole (1.5 g) and (S)-glycidyl nosylate (1.8 g), the title compound (1.7 g) was obtained as white crystals.

Sources & evidence

ORD record
ord-58383f3288c644b3b50ca9e2ee80b294
Source dataset
uspto-grants-2004_04
Patent number
US06720320B2

Reaction notes

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