30354-18-8

Usage

Uses

Used in Organic Synthesis:
Eschenmoser's Salt is used as a versatile reagent for a wide range of applications in organic synthesis. It is particularly useful in the following reactions:
1. Electrophilic aminomethylation of aldehydes and ketones to synthesize corresponding Mannich products, also known as Mannich reaction.
2. Preparation of dihydronaphthyridinones as HIV-1 integrase inhibitors.
3. Preparation of cyanotetrahydrooxo-β-carbolines via cyclocondensation of cyanomethyl indole-2-carboxylate with ammonia.
4. Asymmetric synthesis of phalarine via stereospecific Pictet-Spengler cyclocondensation and traceless chirality transfer from L-tryptophan.
5. Synthesis of functionalized diarylpyrrolizines as inhibitors of microsomal prostaglandin E2 synthase-1 (mPGES-1) and 5-lipoxygenase (5-LOX).
6. Synthesis of (±)-phalarine with the rearrangement of an azaspiroindolenine and Gassman oxindole preparation as key steps.

InChI:InChI=1/C3H8N.ClH/c1-4(2)3;/h1H2,2-3H3;1H/q+1;/p-1

Upstream product

• 2083-91-2 N,N-Dimethyltrimethylsilylamine 
• 2351-69-1 1-(chloromethoxy)butane 
• 51-80-9 bis-(dimethylamino)methane 
• 75-36-5 acetyl chloride 
• 680-31-9 N,N,N,N,N,N-hexamethylphosphoric triamide 
• 75-09-2 dichloromethane 
• 107-30-2 chloromethyl methyl ether 
• 50-00-0 formaldehyd 
• 62992-33-0 ethoxy-N,N-dimethylaminomethane 
• 62393-45-7 methoxy bis(dimethylamino)methane 

Downstream Products

• 66830-49-7 Dimethylaminomethyl-dicyclohexylarsin 
• 66830-45-3 Dimethylaminomethyl-diphenylarsin 
• 126004-70-4 bis(dimethylaminomethyl)phenylphosphine 
• 66830-54-4 Dimethylaminomethyl-dicyclohexylphosphin 
• 26019-17-0 2-(dimethylaminomethyl)thiophene 
• 14496-35-6 N,N-dimethyl-1-(5-methylfuran-2-yl)methanamine 
• 116218-34-9 1-(2-methoxyphenyl)-3-dimethylamino-2-dimethylaminomethyl-1-propanone dihydrochloride 
• 769092-24-2 2-[(dimethylamino)methyl]cyclohexanone 
• 80179-41-5 N-<(Dimethylamino)methyl>-N-methylbenzamid 
• 71616-90-5 1-methyl-4-<(dimethylamino)methyl>-6-phenyl-8-chloro-4H-s-triazolo-<4,3-a><1,4>benzodiazepine 
• 121899-12-5 (8-Chloro-1-methyl-6-phenyl-6H-2,3,5,10b-tetraaza-benzo[e]azulen-6-ylmethyl)-dimethyl-amine 
• 121899-08-9 1-methyl-4-<(dimethylamino)methyl>-8-chloro-6-(o-chlorophenyl)-4H-s-triazolo<4,3-a><1,4>benzodiazepine 
• 117846-01-2 {5-[2-(5-Dimethylaminomethyl-furan-2-ylmethylsulfanyl)-ethylsulfanylmethyl]-furan-2-ylmethyl}-dimethyl-amine 
• 13756-95-1 2-dimethylaminomethyl-2-methylcyclohexanone 

Relevant academic research and scientific papers

Oxygen and temperature sensitivity of blue to green to yellow light-emitting Pt(ii) complexes

The synthesis and photophysical properties of a series of yellow-green to blue-green emitting heteroleptic, cyclometalated Pt(ii)(acac) complexes based on substituted phenylpyridine and tetrahydroquinoline ligands is reported. The luminescence intensities and lifetimes of these compounds were also studied in poly(styrene) films with respect to their responses to oxygen and temperature. Particularly, due to the insensitivity to oxygen quenching, these complexes are promising candidates as inert reference dyes in optical sensors. On the other hand, the Pt(ii) complex with 2-(4-bromophenyl)-5,6,7,8-tetrahydroquinoline as C^N ligand, displays a strong temperature quenching effect. The distinct response to temperature was additionally calibrated after incorporation in poly(vinylidene chloride-co-acrylonitrile) serving as oxygen-blocking matrix copolymer. The resulting yellow-green-emitting temperature sensor signifies an interesting alternative to the available mostly red emitting temperature-sensitive probes.

3-(dimethylaminomethyl) piperidine-4-alcohol derivative as well as preparation method and pharmaceutical application thereof

The present invention provides compounds of formula (FWBF) or pharmaceutically acceptable salts thereof, in which the substituents are as defined in the specification, as well as a preparation method and pharmaceutical use thereof.

3-(dimethylaminomethyl) piperidine-4-alcohol derivative as well as preparation method and pharmaceutical application thereof

The present invention provides compounds of formula (FWBE) or pharmaceutically acceptable salts thereof, in which the substituents are as defined in the specification, as well as a method of preparation and pharmaceutical use thereof.

Preparation method and pharmaceutical application of 3-(dimethylaminomethyl) piperidine-4-alcohol derivative

The invention relates to a preparation method and a pharmaceutical application of 3-(dimethylaminomethyl) piperidine-4-alcohol derivatives. The present invention provides a compound of formula (I) or formula (II) or a pharmaceutically acceptable salt thereof, and a preparation method and a pharmaceutical application thereof, wherein each substituent is as defined in the specification.

3-(dimethylaminomethyl) piperidine-4-alcohol derivative as well as preparation method and pharmaceutical application thereof

The present invention provides compounds of formula (FWBH) or pharmaceutically acceptable salts thereof, in which the substituents are as defined in the specification, as well as a preparation method and pharmaceutical use thereof.

GOLD COMPOUNDS AND THEIR USE IN THERAPY

Compound of formula (I) and pharmaceutically acceptable salts and solvates thereof are described, wherein: Px selected from (P1), (P2) or (P3); The compounds are useful in the prevention or treatment of a bacterial infection.

Synthesis of: N -[(dialkylamino)methyl]acrylamides and N -[(dialkylamino)methyl]methacrylamides from Schiff base salts: Useful building blocks for smart polymers

The traditional thermal Mannich reaction is unsuitable for preparing polymerizable N-methylene amino substituted acrylamides and methacrylamides. Herein we provide a facile multi-gram high yield synthesis of these monomeric precursors to stimuli-responsive polymers by the addition of acrylamides and methacrylamides onto in situ generated or freshly isolated methylene Schiff base (iminium) salts. The X-ray crystal structure of the hydrated iminium salt, 1-(hydroxymethyl)azocan-1-ium chloride and monomer·HCl salt (N-[(azocan-1-yl)methyl]prop-2-enamide hydrochloride) is described.

Photophysical properties and OLED performance of light-emitting platinum(ii) complexes

The synthesis, photophysical properties and application as emitters in solution-processed multi-layer organic light-emitting diodes (OLEDs) of a series of blue-green to red light-emitting phosphorescent platinum(ii) complexes are reported. These complexes consist of phenylisoquinoline, substituted phenylpyridines or tetrahydroquinolines as C^N cyclometalating ligands and dipivaloylmethane as an ancillary ligand. Depending on both the structure of the C^N cyclometalating ligands and the dopant concentration in the matrix, these platinum(ii) complexes exhibit different aggregation tendencies. This property affects the photoluminescence spectra of the investigated compounds and colour-stability of the fabricated OLEDs. Using the blue-green to yellow-green emitting complexes, the best results were obtained with the 2-(4- trifluoromethylphenyl)-5,6,7,8-tetrahydroquinoline based platinum(ii) complex. A maximum luminous efficiency of 4.88 cd A-1 and a power efficiency of 4.65 lm W-1, respectively, were achieved. Employing the red emitting phenylisoquinoline based complex as an emitter, colour-stable and efficient (4.71 cd A-1, 5.12 lm W-1) devices were obtained.

1,1-DISUBSTITUTED ETHYLENE PROCESS

New and improved processes for the production of 1,1-disubstituted ethylenes.

Manganese(III) acetate mediated oxidative radical cyclizations. Toward vicinal all-carbon quaternary stereocenters

Manganese(III) acetate mediated oxidative radical cyclizations have been used to synthesize a range of densely functionalized and sterically congested cyclopentane-lactones. A number of the resulting lactones contain vicinal all-carbon quaternary stereocenters adjacent to a tertiary benzylic stereocenter and are formed with high levels of stereocontrol.