Acetic Anhydride → HCID 5270582, compound

HRID 1761261Notes

Reaction equation

HRID 1761261 reaction equation
[CH3:1]/[C:2](/[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1)=[N:3]\[NH:4][C:5]([C:7]1[CH:8]=[CH:9][N:10]=[CH:11][CH:12]=1)=[O:6].[C:19](OC(=O)C)(=[O:21])[CH3:20].C1OC=NN1>>[CH3:1][C:2]1([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:3]([C:19](=[O:21])[CH3:20])[N:4]=[C:5]([C:7]2[CH:8]=[CH:9][N:10]=[CH:11][CH:12]=2)[O:6]1

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 5752845HCID 5752845, compoundHCID 19831876HCID 19831876, compound

Product 1

HCID 5270582HCID 5270582, compoundYield 75%

Procedure

The title compound was prepared from the isonicotinoylhydrazone of acetophenone and acetic anhydride, using the General Structural Outline for Oxadiazoline Synthesis in 75% yield, mp 79-81° C.; IR ν □1667, 1628, 1597, 1551, 1329, 1311, 1258, 1216, 1199, 1157, 1084, 1062, 1028, 989, 956, 892, 830, 767, 722□cm−1; 1H NMR (300 Mhz) δ □8.7 (2H, d, J=6 cps), 7.7 (2H, d, J=6 cps), 7.5-7.3 (5H, m), 2.3 (3H, s), 2.2 (3H, s); 13C NMR δ 166, 153, 151, 138, 132, 129, 127, 125, 121, 102, 22.5, 22.7.

Sources & evidence

ORD record
ord-9a58660eb0b54fb7a731703b38d5e5d9
Source dataset
uspto-grants-2005_01
Patent number
US06846933B1

Reaction notes

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