HCID 12146893, compound → HCID 74058485, compound

HRID 1836470Notes

Reaction equation

HRID 1836470 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.[CH2:13]([O:20][NH:21][CH2:22][C:23]1[CH:28]=[CH:27][C:26]([Cl:29])=[C:25]([Cl:30])[CH:24]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>>[CH2:13]([O:20][N:21]([CH2:22][C:23]1[CH:28]=[CH:27][C:26]([Cl:29])=[C:25]([Cl:30])[CH:24]=1)[C:8](=[O:9])[CH:7]=[C:5]1[C:4](=[O:11])[O:3][C:2]([CH3:12])([CH3:1])[O:6]1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

3

Reactant 2

HCID 12146893HCID 12146893, compoundHCID 85435482(2,2-Dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-acetyl chloride

Product 1

HCID 74058485HCID 74058485, compoundYield 78%

Procedure

Reaction of (2,2-dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-acetyl chloride with O-benzyl-N-(3,4-dichlorobenzyl)-hydroxylamine as described in the preparation of compound 1-A gave the title amide as white crystals (78% yield): mp 113-116° C. (ethyl acetate-hexane). 1HNMR 400 MHz (CDCl3) δ (ppm): 1.73 (6H, s, CH3), 4.73 (2H, s, CH2), 4.82 (2H, s, CH2), 6.34 (1H, s, CH), 7.18-7.41 (8H, m, aromatics). Anal. calcd for C21H19Cl2NO5: C, 57.81; H, 4.39; N, 3.21. Found: C, 57.92; H, 4.21; N, 3.12.

Sources & evidence

ORD record
ord-a8328237442a4e07809c579c7f1b70fe
Source dataset
uspto-grants-2004_08
Patent number
US06777440B2

Reaction notes

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