(Chloromethyl)cyclopropane → 2-[(Cyclopropylmethyl)thio]-5-(2,3-dihydro-1-benzofuran-5-yl)-1,3,4-oxadiazole

HRID 452693Notes

Reaction equation

HRID 452693 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([C:10]3[O:14][C:13]([SH:15])=[N:12][N:11]=3)=[CH:9][C:4]=2[CH2:3][CH2:2]1.Cl[CH2:17][CH:18]1[CH2:20][CH2:19]1>>[CH:18]1([CH2:17][S:15][C:13]2[O:14][C:10]([C:8]3[CH:7]=[CH:6][C:5]4[O:1][CH2:2][CH2:3][C:4]=4[CH:9]=3)=[N:11][N:12]=2)[CH2:20][CH2:19]1

Participants

3

Reactant 2

HCID 80013(Chloromethyl)cyclopropaneHCID 178527934HCID 178527934, compound

Product 1

HCID 686628702-[(Cyclopropylmethyl)thio]-5-(2,3-dihydro-1-benzofuran-5-yl)-1,3,4-oxadiazoleYield 56%

Procedure

In the same manner as in Example 1 and using 5-(2,3-dihydro-1-benzofuran-5-yl)-1,3,4-oxadiazole-2-thiol instead of 5-(benzothiazol-6-yl)-1,3,4-oxadiazole-2-thiol and (chloromethyl)cyclopropane instead of 3-(trifluoromethyl)benzyl chloride, the title compound (yield 56%) was obtained as colorless crystals.

Sources & evidence

ORD record
ord-566de77f5da0477fa0b1c173cc9c35d2
Source dataset
uspto-grants-2013_07
Patent number
US08492378B2

Reaction notes

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