HCID 21947509, compound → 4-({[2-(2,2-Dimethyl-5-oxo-[1,3]-dioxolan-4-ylidene)-acetyl]-methoxyamino}-methyl)-benzoic acid methyl ester

HRID 1836497Notes

Reaction equation

HRID 1836497 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.[C:13]([C:17]1[CH:26]=[CH:25][C:20]([CH2:21][NH:22][O:23][CH3:24])=[CH:19][CH:18]=1)([O:15][CH3:16])=[O:14]>>[CH3:16][O:15][C:13](=[O:14])[C:17]1[CH:26]=[CH:25][C:20]([CH2:21][N:22]([C:8](=[O:9])[CH:7]=[C:5]2[C:4](=[O:11])[O:3][C:2]([CH3:12])([CH3:1])[O:6]2)[O:23][CH3:24])=[CH:19][CH:18]=1

Participants

3

Reactant 2

HCID 21947509HCID 21947509, compoundHCID 85435482(2,2-Dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-acetyl chloride

Product 1

HCID 740584914-({[2-(2,2-Dimethyl-5-oxo-[1,3]-dioxolan-4-ylidene)-acetyl]-methoxyamino}-methyl)-benzoic acid methyl esterYield 83%

Procedure

Reaction of (2,2-dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-acetyl chloride with N-4-carbomethoxybenzyl-O-methyl-hydroxylamine as described in the preparation of compound 1-A gave the title amide as a white solid (83% yield): mp 120° C. (dichloromethane-hexane). 1HNMR 400 MHz (CDCl3) δ (ppm): 1.75 (6H, s, CH3), 3.67 (3H, s, OCH3), 3.91 (3H, s, OCH3), 4.88 (2H, s, NCH2), 6.40 (1H, s, CH), 7.42 (2H, d, aromatics), 8.0 (2H, d, aromatics). Anal. calcd for C17H19NO7: C, 58.45; H, 5.48; N, 4.01. Found: C, 58.54; H, 5.55; N, 3.61.

Sources & evidence

ORD record
ord-5052235addf8405eb8d90bc62a242ab1
Source dataset
uspto-grants-2004_08
Patent number
US06777440B2

Reaction notes

Loading…