O-(2,4-Dimethoxybenzyl)hydroxylamine

Base Information

• Chemical Name: O-(2,4-Dimethoxybenzyl)hydroxylamine
• CAS No.: 216067-66-2
• Molecular Formula: C9H13NO3
• Molecular Weight: 183.207
• Hs Code.: 2922299090
• European Community (EC) Number: 827-154-9
• DSSTox Substance ID: DTXSID80471658
• Nikkaji Number: J1.564.420F
• Wikidata: Q72467758
• Mol file: 216067-66-2.mol

Synonyms:O-(2,4-Dimethoxybenzyl)hydroxylamine;216067-66-2;O-[(2,4-dimethoxyphenyl)methyl]hydroxylamine;SCHEMBL1883949;DTXSID80471658;HNACNYOQQGUSRD-UHFFFAOYSA-N;MFCD11594390;AKOS006315494;DS-6576;O-(2,4-Dimethoxybenzyl)hydroxylamine);O-(2,4-Dimethoxy-benzyl)-hydroxylamine;AMY202100047;CS-0093863;FT-0698016;O-(2 pound not4-Dimethoxybenzyl)hydroxylamine;C74058;EN300-1830784;A878997;J-523809

Chemical Property of O-(2,4-Dimethoxybenzyl)hydroxylamine

Chemical Property:

• Boiling Point: 321.6±32.0 °C(Predicted)
• PKA: 4.05±0.70(Predicted)
• PSA: 53.71000
• Density: 1.118
• LogP: 1.79440
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 183.08954328
• Heavy Atom Count: 13
• Complexity: 143

Purity/Quality:

98%,99%, ^*data from raw suppliers

O-(2,4-Dimethoxybenzyl)hydroxylamine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)CON)OC

Technology Process of O-(2,4-Dimethoxybenzyl)hydroxylamine

There total 2 articles about O-(2,4-Dimethoxybenzyl)hydroxylamine 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: 95.0%

N-[(2,4-Dimethoxyphenyl)methyl]phthalimide (216067-79-7) → O-(2,4-dimethoxy-benzyl)-hydroxylamine (216067-66-2)

Guidance literature:

With hydrazine hydrate; In ethanol; for 0.25h; Heating;

DOI:10.1016/S0040-4039(98)01760-2

Reference yield:

2,4-dimethoxylbenzyl alcohol (7314-44-5) → O-(2,4-dimethoxy-benzyl)-hydroxylamine (216067-66-2)

Guidance literature:

Multi-step reaction with 2 steps

1: triphenylphosphine; diethyl azodicarboxylate / CH₂Cl₂; toluene

2: 1.6 g / hydrazine hydrate / ethanol / 3 h

With hydrazine hydrate; triphenylphosphine; diethylazodicarboxylate; In ethanol; dichloromethane; toluene;

DOI:10.1016/j.bmc.2006.07.011

Reference yield: 84.0%

2-Carboxy-N-methyl-N-phenyl-aethansulfonamid (62416-04-0) + O-(2,4-dimethoxy-benzyl)-hydroxylamine (216067-66-2) → N-(2,4-dimethoxy-benzyloxy)-3-(methyl-phenyl-sulfamoyl)-propionamide (216067-73-1)

Guidance literature:

With 1-dimethylaminopropyl-3-ethylcarbodiimide hydrochloride; benzotriazol-1-ol; In N,N-dimethyl-formamide; for 18h; Ambient temperature;

DOI:10.1016/S0040-4039(98)01760-2

upstream raw materials:

N-[(2,4-Dimethoxyphenyl)methyl]phthalimide

2,4-dimethoxylbenzyl alcohol

Downstream raw materials:

N-(2,4-dimethoxy-benzyloxy)-3-(methyl-phenyl-sulfamoyl)-propionamide

[(1S,2R)-1-(2,4-Dimethoxy-benzyloxycarbamoyl)-2-((S)-2,2-dimethyl-1-methylcarbamoyl-propylcarbamoyl)-4-methyl-pentyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

N²-[4-(N-2,4-dimethoxybenzyloxyamino)-3S-hydroxy-2R-isobutylsuccinyl]-L-tert-leucine-N¹-methylamide

O-[(2,4-dimethoxyphenyl)methyl]-N-(2-nitrophenylsulfonyl)-hydroxylamine

Refernces

• 1、 Amelia Santos,Marques, Sergio M.,Tuccinardi, Tiziano,Carelli, Paolo,Panelli, Laura,Rossello, Armando. "Design, synthesis and molecular modeling study of iminodiacetyl monohydroxamic acid derivatives as MMP inhibitors". . p. 7539 - 7550. Retrieved 2008/02/09.
• 2、 Reddy, Poreddy Amruta,Schall, Otto F.,Wheatley, James R.,Rosik, Leonard O.,McClurg, Joseph P.,Marshall, Garland R.,Slomczynska, Urszula. "O-Protected N-(2-Nitrophenylsulfonyl)hydroxylamines: Novel Reagents for the Synthesis of Hydroxamates". . p. 1086 - 1092. Retrieved 2007/10/03.