14301-36-1

Basic information

• Product Name: N-[2-(3,4-dimethoxyphenyl)ethyl]formamide
• Synonyms: N-[2-(3,4-dimethoxyphenyl)ethyl]formamide;ForMaMide, N-[2-(3,4-diMethoxyphenyl)ethyl]-;[2-(3,4-Dimethoxyphenyl)ethyl]formamide;N-[2-(3,4-dimethoxyphenyl)ethyl]methanamide
• CAS NO: 14301-36-1
• Molecular Formula: C₁₁H₁₅NO₃
• Molecular Weight: 209.2417
• EINECS: 238-237-9
• Product Categories: Amines;Aromatics;Impurities;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 14301-36-1.mol
• Article Data: 40

Chemical Properties

• Boiling Point: 397.4°Cat760mmHg
• Flash Point: 194.1°C
• Appearance: /
• Density: 1.084g/cm³
• Vapor Pressure: 1.59E-06mmHg at 25°C
• Refractive Index: 1.508
• CAS DataBase Reference: N-[2-(3,4-dimethoxyphenyl)ethyl]formamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-[2-(3,4-dimethoxyphenyl)ethyl]formamide(14301-36-1)
• EPA Substance Registry System: N-[2-(3,4-dimethoxyphenyl)ethyl]formamide(14301-36-1)

Safety Data

• Hazardous Substances Data: 14301-36-1(Hazardous Substances Data)

Usage

Uses

N-(3,4-Dimethoxyphenethyl)formamide is an impurity of Tetrabenazine (T284000), an antipsychotic.

InChI:InChI=1/C11H15NO3/c1-14-10-4-3-9(5-6-12-8-13)7-11(10)15-2/h3-4,7-8H,5-6H2,1-2H3,(H,12,13)

Upstream product

• 64-18-6 formic acid 
• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 
• 72773-04-7 N-formylbenzotriazole 
• 2107-70-2 3,4-methoxycinnamic acid 
• 1135-24-6 (E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid 
• 14737-89-4 3,4-dimethoxy-trans-cinnamic acid 
• 109-94-4 formic acid ethyl ester 
• 68-12-2 N,N-dimethyl-formamide 
• 107-31-3 Methyl formate 
• 4230-93-7 1,2-dimethoxy-4-(2-nitro-vinyl)-benzene 

Downstream Products

• 3490-06-0 N-methylhomoveratrylamine 
• 3382-18-1 6,7-dimethoxy-3,4-dihydro-isoquinoline 
• 73676-22-9 N-Methyl-N-n-propyl-β-(3.4-dimethoxyphenyl)ethylamin 
• 63609-01-8 2-(3,4-dimethoxyphenyl)ethyl isocyanide 
• 119492-59-0 6,7-Dimethoxy-1-(4-nitro-phenyl)-3,4-dihydro-1H-isoquinoline-2-carbaldehyde 
• 119492-58-9 6,7-Dimethoxy-1-phenyl-3,4-dihydro-1H-isoquinoline-2-carbaldehyde 
• 894419-44-4 N-[2-(2-acetyl-4,5-dimethoxyphenyl)ethyl]formamide 
• 4721-98-6 6,7-dimethoxy-1-methyl-3,4-dihydroisoquinoline 
• 1219021-64-3 N-(3,4-dimethoxyphenethyl)-N-[(trimethylsilyl)methyl]formamide 
• 1307707-20-5 6,7-dimethoxy-2-(1-(phenethyl)amino-2-nitrovinyl)-1,2,3,4-tetrahydroisoquinoline 
• 47653-40-7 (±)-O-benzylarmepavine 
• 5884-67-3 armepavine 
• 523-02-4 2,3,10,11-tetramethoxy-5,6,7,8,13,13a-hexahydroisoquinolino[3,2-a]isoquinoline 

Relevant articles and documents

13C NMR ANALYSIS OF SOME SIMPLE TETRAHYDROISOQUINOLINES

13C NMR resonances of 15 simple tetrahydroisoquinolines have been assigned on the basis of chemical shift theory, 13C-1H coupling constants and deuterium labelling at specific positions.The chemical shifts of both aliphatic and aromatic protons were correlated with substituent effects. - Key Words : 13C NMR spectra; cactus alkaloids; simple tetrahydroisoquinolines; carnegine; heliamine; lemaireocereine; longimammatine; lophophorine; N-methylanhalinine; O-methylcorypalline; O-methyluberine; nortehuanine; tehuanine; weberidine.

A concise, regio and stereoselective route to fluorinated protoberberines via tandem addition-cyclisation reactions of phthalide anions with 3,4-dihydroisoquinolines

A series of fluorinated protoberberines have been prepared by condensing fluorinated phthalide anions with 6,7-dimethoxydihydroisoquinoline. The spectroscopy and stereochemistry of the products are discussed and the stereochemical outcome of the reactions rationalised.

Sequential One-Pot Vilsmeier-Haack and Organocatalyzed Mannich Cyclizations to Functionalized Benzoindolizidines and Benzoquinolizidines

The development of new one-pot sequential cyclizations involving a Vilsmeier-Haack reaction followed by an organocatalyzed Mannich reaction is reported. This synthetic strategy gives access to functionalized indolizidines and quinolizidines in one operation from readily synthesized precursors. Yields and diastereoselectivities are good to excellent when formamides are used to trigger the key step, bearing either an electron-rich aryl or a pyrrole as the nucleophilic partner in the first cyclization.

Synthesis method of tetrabenazine intermediate

The invention relates to the field of organic synthesis, in particular to a synthesis method of a tetrabenazine intermediate 6, 7-dimethoxy-3, 4-dihydroisoquinoline hydrochloride. The method comprises: mixing 3, 4-dimethoxyphenylethylamine with ethyl formate, carrying out an aminolysis reaction of ester to obtain N-(3, 4-dimethoxyphenethyl) formamide, then dissolving an N-(3, 4-dimethoxyphenethyl)formamide crude product in an organic solvent, adding phthaloyl chloride, and carrying out a ring closing reaction to obtain a product 6, 7-dimethoxy-3, 4-dihydroisoquinoline hydrochloride. The invention provides the synthesis method of a tetrabenazine intermediate 6, 7-dimethoxy-3, 4-dihydroisoquinoline hydrochloride, and aims to solve the problems of high reaction cost, low yield, difficulty intreatment of byproducts and low product quality in the prior art.

Mn(II)-Catalyzed N -Acylation of Amines

A practical protocol has been developed here for the Mn(II)-catalyzed N -acylation of amines with high yields using N, N -dimethylformamide and other amides as the carbonyl source. The protocol is simple, does not require any acid, base, ligand, or other additives, and encompasses a broad substrate scope for primary, secondary, and heterocyclic amines.