N-(2-Bromo-5-hydroxy-4-methoxybenzyl)-N-(4-hydroxyphenethyl)formamide

Base Information

• Chemical Name: N-(2-Bromo-5-hydroxy-4-methoxybenzyl)-N-(4-hydroxyphenethyl)formamide
• CAS No.: 122584-18-3
• Molecular Formula: C17H18 Br N O4
• Molecular Weight: 380.238
• Hs Code.: 2924299090
• European Community (EC) Number: 602-791-3
• DSSTox Substance ID: DTXSID40447031
• Wikidata: Q72456877
• Mol file: 122584-18-3.mol

Synonyms:122584-18-3;N-(2-Bromo-5-hydroxy-4-methoxybenzyl)-N-(4-hydroxyphenethyl)formamide;N-(p-Hydroxyphenethyl)-N-(2-bromo-5-hydroxy-4-methoxybenzyl)formamide;N-[(2-bromo-5-hydroxy-4-methoxyphenyl)methyl]-N-[2-(4-hydroxyphenyl)ethyl]formamide;EC 602-791-3;N-(2-Bromo-5-hydroxy-4-methoxybenzyl)-N-(2-(4-hydroxyphenyl)ethyl)formamide;Inter-4 of galantamine;N-(2-Bromo-5-hydroxy-4-methoxybenzyl)-N-[2-(4-hydroxyphenyl)ethyl]formamide;N-(2-Bromo-5-hydroxy-4-methoxyphenyl)methyl)-N-(2-(4-hydroxyphenyl)ethyl)formamide;N-[2-bromo-5-hydroxy-4-methoxyphenyl)methyl]-N-[2-(4-hydroxyphenyl)ethyl]formamide;SCHEMBL4957556;DTXSID40447031;WZPIJXQLACAELC-UHFFFAOYSA-N;BCP14754;CS-M0844;AKOS000280670;AM62673;AC-25825;CS-13061;FT-0669934;R10004;A891093;J-004830;Formamide, N-[(2-bromo-5-hydroxy-4-methoxyphenyl)methyl]-N-[2-(4-hydroxyphenyl)ethyl]-

Chemical Property of N-(2-Bromo-5-hydroxy-4-methoxybenzyl)-N-(4-hydroxyphenethyl)formamide

Chemical Property:

• Vapor Pressure: 2.02E-15mmHg at 25°C
• Refractive Index: 1.629
• Boiling Point: 608.9°C at 760 mmHg
• PKA: 9.16±0.23(Predicted)
• Flash Point: 322.1°C
• PSA: 70.00000
• Density: 1.476
• LogP: 3.70590
• Solubility.: Dimethyl Sulfoxide, Methanol
• Water Solubility.: 3.41mg/L at 20℃
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 379.04192
• Heavy Atom Count: 23
• Complexity: 363

Purity/Quality:

99.9% ^*data from raw suppliers

N-(p-Hydroxyphenethyl)-N-(2-bromo-5-hydroxy-4-methoxybenzyl)formamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C(=C1)Br)CN(CCC2=CC=C(C=C2)O)C=O)O
• Uses: N-(p-Hydroxyphenethyl)-N-(2-bromo-5-hydroxy-4-methoxybenzyl)formamide (cas# 122584-18-3) is a compound useful in organic synthesis.

Technology Process of N-(2-Bromo-5-hydroxy-4-methoxybenzyl)-N-(4-hydroxyphenethyl)formamide

There total 14 articles about N-(2-Bromo-5-hydroxy-4-methoxybenzyl)-N-(4-hydroxyphenethyl)formamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

N-(3-hydroxy-4-methoxybenzyl)-N-(4-hydroxyphenethyl)formamide (122584-17-2) → N-(4-hydroxyphenethyl)-N-(2-bromo-5-hydroxy-4-methoxybenzyl)formamide (122584-18-3)

Guidance literature:

With bromine; In ethanol; 2-methoxy-ethanol; at -20 ℃; for 0.75h;

Reference yield: 92.0%

N-(p-hydroxyphenylethyl)-N-(6-bromo-3-hydroxy-4-methoxybenzyl)amine (179107-93-8) + formic acid ethyl ester (109-94-4) → N-(4-hydroxyphenethyl)-N-(2-bromo-5-hydroxy-4-methoxybenzyl)formamide (122584-18-3)

Guidance literature:

In N,N-dimethyl-formamide; at 80 ℃; for 24h;

DOI:10.1039/d0ra00935k

Reference yield:

2-bromoisovanillin (2973-59-3) → N-(4-hydroxyphenethyl)-N-(2-bromo-5-hydroxy-4-methoxybenzyl)formamide (122584-18-3)

Guidance literature:

Multi-step reaction with 3 steps

2: NaBH₄

3: 90 percent

With sodium tetrahydroborate;

DOI:10.1016/S0040-4039(98)00294-9

upstream raw materials:

N-(3-hydroxy-4-methoxybenzyl)-N-(4-hydroxyphenethyl)formamide

N-(p-hydroxyphenylethyl)-N-(6-bromo-3-hydroxy-4-methoxybenzyl)amine

formic acid ethyl ester

2-bromoisovanillin

Downstream raw materials:

(4aS,8aS)-rel-3-methoxy-11-methyl-4a,5,9,10,11,12-hexahydro-6H-benzo[2,3]benzofuro[4,3-cd]azepin-6-one

(-)-narwedine

Galantamine hydrobromide

2-bromoisovanillin