N-Methoxy-1-(4-methoxyphenyl)methanamine → HCID 73855561, compound

HRID 1836493Notes

Reaction equation

HRID 1836493 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.[CH3:13][O:14][C:15]1[CH:24]=[CH:23][C:18]([CH2:19][NH:20][O:21][CH3:22])=[CH:17][CH:16]=1>>[CH3:1][C:2]1([CH3:12])[O:6][C:5](=[CH:7][C:8]([N:20]([O:21][CH3:22])[CH2:19][C:18]2[CH:23]=[CH:24][C:15]([O:14][CH3:13])=[CH:16][CH:17]=2)=[O:9])[C:4](=[O:11])[O:3]1

Participants

3

Reactant 2

HCID 21947441N-Methoxy-1-(4-methoxyphenyl)methanamineHCID 85435482(2,2-Dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-acetyl chloride

Product 1

HCID 73855561HCID 73855561, compoundYield 97%

Procedure

Reaction of (2,2-dimethyl-5-oxo-[1,3]dioxolan-4-ylidene)-acetyl chloride with N-(4-methoxybenzyl)-O-methyl-hydroxylamine as described in the preparation of compound 1-A gave the title amide as white crystals (97% yield): mp 113-114° C. (ethyl acetate-hexane). 1HNMR 400 MHz (CDCl3) δ (ppm): 1.75 (6H, s, CH3), 3.66 (3H, s, OCH3), 3.79 (3H, s, OCH3), 4.77 (2H, s, NCH2), 6.38 (1H, s, CH), 6.85 (2H, m, aromatics), 7.29 (2H, m, aromatics). Anal. calcd. for C16H19NO6: C, 59.80; H, 5.96; N, 4.35. Found: C, 59.87; H, 5.76; N, 4.17.

Sources & evidence

ORD record
ord-0dc65df306e64a218de1f7d31b077593
Source dataset
uspto-grants-2004_08
Patent number
US06777440B2

Reaction notes

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