4-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]benzaldehyde

Base Information

• Chemical Name: 4-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]benzaldehyde
• CAS No.: 29122-74-5
• Molecular Formula: C₁₃H₁₉NO₃
• Molecular Weight: 237.299
• Hs Code.: 2922504500
• European Community (EC) Number: 936-185-8
• UNII: E1ILP72SEM
• Nikkaji Number: J734.003F
• Wikidata: Q27276749
• Mol file: 29122-74-5.mol

Synonyms:29122-74-5;4-[2-HYDROXY-3-[(1-METHYLETHYL)AMINO]PROPOXY]BENZALDEHYDE;4-(2-Hydroxy-3-(isopropylamino)propoxy)benzaldehyde;Metoprolol EP Impurity C;E1ILP72SEM;H-128/80;4-[2-hydroxy-3-(propan-2-ylamino)propoxy]benzaldehyde;(+/-)-4-(2-Hydroxy-3-(1-methylethyl)aminopropoxy)benzaldehyde;Benzaldehyde, 4-(2-hydroxy-3-((1-methylethyl)amino)propoxy)-;4-{2-hydroxy-3-[(propan-2-yl)amino]propoxy}benzaldehyde;Bisoprolol EP Impurity L;UNII-E1ILP72SEM;Benzaldehyde, 4-[2-hydroxy-3-[(1-methylethyl)amino]propoxy]-;Metoprolol tartrate specified impurity C [EP];Metoprolol succinate specified impurity C [EP];H 128/80;SCHEMBL5317103;BGHLBXLHZRCXRY-UHFFFAOYSA-N;4-[[(2rs)-2-hydroxy-3-(isopropylamino)propyl]oxy]-benzaldehyde;MFCD16251410;AKOS030254534;NS00133526;C90292;EN300-649742;A929301;Metoprolol EP impurity C/Bisoprolol EP impurity L;J-017399;METOPROLOL TARTRATE IMPURITY C [EP IMPURITY];METOPROLOL SUCCINATE IMPURITY C [EP IMPURITY];Q27276749;Z2937742758

Chemical Property of 4-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]benzaldehyde

Chemical Property:

• Boiling Point: 402.5±35.0 °C(Predicted)
• PKA: 13.76±0.20(Predicted)
• PSA: 58.56000
• Density: 1.105±0.06 g/cm3(Predicted)
• LogP: 1.62770
• Storage Temp.: Hygroscopic, Refrigerator, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 237.13649347
• Heavy Atom Count: 17
• Complexity: 213

Purity/Quality:

97% ^*data from raw suppliers

4-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]benzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)NCC(COC1=CC=C(C=C1)C=O)O
• Uses: Alkanolamine derivative as ?-adrenoceptor antagonist A Metoprolol impurity . A Labelled metoprolol impurity .

Technology Process of 4-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]benzaldehyde

There total 5 articles about 4-[2-Hydroxy-3-[(1-methylethyl)amino]propoxy]benzaldehyde 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:

4-(2,3-epoxy)propyloxybenzaldehyde (14697-49-5) + isopropylamine (75-31-0) → p-<3-(isopropylamino)-2-hydroxypropoxy>benzaldehyde (29122-74-5,178968-78-0,178968-83-7)

Guidance literature:

With hydrogenchloride; Yield given. Multistep reaction; 1.) reflux, overnight, 2.) 2 h;

DOI:10.1021/jm00156a028

Reference yield:

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → p-<3-(isopropylamino)-2-hydroxypropoxy>benzaldehyde (29122-74-5,178968-78-0,178968-83-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide / water; ethanol / 3 h / 70 °C

2.1: ethanol / 15 h / 40 - 45 °C

2.2: 2 h / pH 1 - 2 / Reflux

With sodium hydroxide; In ethanol; water;

Reference yield:

3-isopropylamino-1-p-(N-isopropyliminomethyl)phenoxy-2-propanol (29122-73-4) → p-<3-(isopropylamino)-2-hydroxypropoxy>benzaldehyde (29122-74-5,178968-78-0,178968-83-7)

Guidance literature:

With hydrogenchloride; Heating;

upstream raw materials:

3-isopropylamino-1-p-(N-isopropyliminomethyl)phenoxy-2-propanol

4-(2,3-epoxy)propyloxybenzaldehyde

isopropylamine

4-(3-chloro-2-hydroxy-propoxy)-benzaldehyde

Downstream raw materials:

3-isopropylamino-1-p-(β-methoxycarbonylvinyl)-phenoxy-2-propanol

3-isopropylamino-1-p-(N-isopropyliminomethyl)phenoxy-2-propanol

metoprolol

(E)-3-[4-(2-Hydroxy-3-isopropylamino-propoxy)-phenyl]-acrylamide