HCID 22485636, compound → HCID 73855572, compound

HRID 2181131Notes

Reaction equation

HRID 2181131 reaction equation
[CH3:1][C:2]1([CH3:12])[O:6][C:5](=[CH:7][C:8](Cl)=[O:9])[C:4](=[O:11])[O:3]1.[F:13][C:14]1[CH:19]=[CH:18][C:17]([CH:20]([C:24]2[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=2)[NH:21][O:22][CH3:23])=[CH:16][CH:15]=1>>[F:13][C:14]1[CH:19]=[CH:18][C:17]([CH:20]([C:24]2[CH:25]=[CH:26][C:27]([F:30])=[CH:28][CH:29]=2)[N:21]([O:22][CH3:23])[C:8](=[O:9])[CH:7]=[C:5]2[C:4](=[O:11])[O:3][C:2]([CH3:12])([CH3:1])[O:6]2)=[CH:16][CH:15]=1

Participants

3

Reactant 2

HCID 22485636HCID 22485636, compoundHCID 85435482(2,2-Dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-acetyl chloride

Product 1

HCID 73855572HCID 73855572, compoundYield 88%

Procedure

Reaction of (2,2-dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-acetyl chloride with N-[bis-(4-fluoro-phenyl)-methyl]-O-methyl-hydroxylamine as described in the preparation of compound 1-C gave the title amide as white crystals (88% yield): mp 137° C. (ethyl acetate-hexane). 1HNMR 400 MHz (CDCl3) δ (ppm): 1.74 (6H, s, CH3), 3.26 (3H, s, OCH3), 6.42 (1H, s, CH), 6.81 (1H, s, CH), 7.03 (4H, m, aromatics), 7.28 (4H, m, aromatics). Anal. calcd for C21H19F2NO5: C, 62.53; H, 4.75; N, 3.47. Found: C, 62.49; H, 4.66; N, 3.35.

Sources & evidence

ORD record
ord-13216bd9d8d849d1b95072741ec6dba6
Source dataset
uspto-grants-2005_05
Patent number
US06890942B2

Reaction notes

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