HCID 22485646, compound → HCID 73855569, compound

HRID 2181125Notes

Reaction equation

HRID 2181125 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:15]=[C:16]([CH:21]=[CH:22][C:23]=1[CH3:24])[CH2:17][NH:18][O:19][CH3:20]>>[CH3:1][C:2]1([CH3:12])[O:6][C:5](=[CH:7][C:8]([N:18]([CH2:17][C:16]2[CH:21]=[CH:22][C:23]([CH3:24])=[C:14]([F:13])[CH:15]=2)[O:19][CH3:20])=[O:9])[C:4](=[O:11])[O:3]1

Participants

3

Reactant 2

HCID 22485646HCID 22485646, compoundHCID 85435482(2,2-Dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-acetyl chloride

Product 1

HCID 73855569HCID 73855569, compoundYield 100%

Procedure

Reaction of (2,2-dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-acetyl chloride with N-(3-fluoro-4-methyl-benzyl)-O-methyl-hydroxylamine as described in the preparation of compound 1-C gave the title amide as white crystals (100% yield): mp 131° C. (ethyl acetate-hexane). 1HNMR 400 MHz (CDCl3) δ (ppm): 1.75 (6H, s, CH3), 2.25 (3H, broad s, CH3), 3.69 (3H, s, OCH3), 4.77 (2H, s, NCH2), 6.39 (1H, s, CH), 7.0-7.03 (2H, m, aromatics), 7.13 (1H, m, aromatic). Anal. calcd for C16H18FNO5: C, 59.43; H, 5.61; N, 4.33. Found: C, 59.51; H, 5.60; N, 4.24.

Sources & evidence

ORD record
ord-0a8a11aa1b534484aed83917790720df
Source dataset
uspto-grants-2005_05
Patent number
US06890942B2

Reaction notes

Loading…