Acetic Anhydride → HCID 5270584, compound

HRID 1761262Notes

Reaction equation

HRID 1761262 reaction equation
[CH:1]1[CH:6]=[C:5]([F:7])[C:4](/[CH:8]=[N:9]/[NH:10][C:11]([C:13]2[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=2)=[O:12])=[C:3]([F:19])[CH:2]=1.[C:20](OC(=O)C)(=[O:22])[CH3:21].C1OC=NN1>>[F:19][C:3]1[CH:2]=[CH:1][CH:6]=[C:5]([F:7])[C:4]=1[CH:8]1[N:9]([C:20](=[O:22])[CH3:21])[N:10]=[C:11]([C:13]2[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=2)[O:12]1

Participants

4

Reactant 3

HCID 7918Acetic AnhydrideHCID 9629036HCID 9629036, compoundHCID 19831876HCID 19831876, compound

Product 1

HCID 5270584HCID 5270584, compoundYield 31%

Procedure

The title compound was prepared from the isonicotinoylhydrazone of 2,6-difluorobenzaldehyde and acetic anhydride, using the General Structural Outline for Oxadiazoline Synthesis in 31% yield, mp 119-121° C.; IR ν 1673, 1624, 1594, 1554, 1334, 1312, 1295, 1209, 1092, 1062, 1008, 988, 974, 886, 825, 790, 730, 703, 663, 632 cm−1; NMR (300 Mhz) δ 8.75 (2H, □□br d, J=6 cps), 7.75 (2H, d, J=6 cps), 7.65-7.15 (4H, m from which emerges singlet at 7.5), 2.2 (3H, s).

Sources & evidence

ORD record
ord-a0176889dc884a24acd31eb3a787c2d5
Source dataset
uspto-grants-2005_01
Patent number
US06846933B1

Reaction notes

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