37656-66-9

Basic information

• Product Name: ethyl 4-[(4-chlorophenyl)amino]piperidine-1-carboxylate
• Synonyms: ethyl 4-[(4-chlorophenyl)amino]piperidine-1-carboxylate;4-[(4-Chlorophenyl)amino]-1-piperidinecarboxylic acid ethyl ester
• CAS NO: 37656-66-9
• Molecular Formula: C₁₄H₁₉ClN₂O₂
• Molecular Weight: 282.76586
• EINECS: 253-578-3
• Mol File: 37656-66-9.mol

Chemical Properties

• Boiling Point: 427.6 °C at 760 mmHg
• Flash Point: 212.4 °C
• Appearance: /
• Density: 1.237 g/cm³
• Vapor Pressure: 1.61E-07mmHg at 25°C
• Refractive Index: 1.582
• PKA: 4.38±0.20(Predicted)
• CAS DataBase Reference: ethyl 4-[(4-chlorophenyl)amino]piperidine-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 4-[(4-chlorophenyl)amino]piperidine-1-carboxylate(37656-66-9)
• EPA Substance Registry System: ethyl 4-[(4-chlorophenyl)amino]piperidine-1-carboxylate(37656-66-9)

Safety Data

• Hazardous Substances Data: 37656-66-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Ethyl 4-[(4-chlorophenyl)amino]piperidine-1-carboxylate is used as an intermediate in the synthesis of pharmaceutical drugs for its potential pharmacological properties. It plays a crucial role in the development of medications aimed at treating neurological disorders or pain management, due to its structural features that may interact with specific biological targets.
Used in Academic and Industrial Research:
In academic and industrial research settings, ethyl 4-[(4-chlorophenyl)amino]piperidine-1-carboxylate is used for the study of chemical reactions and drug synthesis. Its unique structure allows researchers to explore its reactivity and potential applications in creating new therapeutic agents.
It is important to handle and use this compound with caution, as it may pose health and safety risks if not managed properly. Proper safety measures should be taken to minimize any potential hazards associated with its use.

InChI:InChI=1/C14H19ClN2O2/c1-2-19-14(18)17-9-7-13(8-10-17)16-12-5-3-11(15)4-6-12/h3-6,13,16H,2,7-10H2,1H3

Upstream product

• 37656-65-8 ethyl 4-[(4-chlorophenyl)imino]-1-piperidine-carboxylate 
• 106-47-8 4-chloro-aniline 
• 29976-53-2 N-ethoxycarbonyl-4-piperidone 

Downstream Products

• 63258-91-3 N-(4-chloro-phenyl)-2-(4-methoxy-phenyl)-N-piperidin-4-yl-acetamide 
• 63258-69-5 4-{4-chloro-N-[(4-methoxy-phenyl)-acetyl]-anilino}-piperidine-1-carboxylic acid ethyl ester 
• 96110-89-3 {4-Chloro-2-[(2-fluoro-phenyl)-imino-methyl]-phenyl}-piperidin-4-yl-amine 
• 63258-47-9 4-(4-chloro-N-phenylacetyl-anilino)-piperidine-1-carboxylic acid ethyl ester 
• 161264-88-6 4-(N-(4-chlorophenyl)-N-methylamino)-piperidine 
• 99918-44-2 N-(4-chlorophenyl)piperidin-4-amine dihydrochloride 
• 37656-67-0 N-(4-chlorophenyl)-4-piperidinamine 

Relevant articles and documents

Reductive amination of aldehydes and ketones with sodium triacetoxyborohydride. Studies on direct and indirect reductive amination procedures

Sodium triacetoxyborohydride is presented as a general reducing agent for the reductive amination of aldehydes and ketones. Procedures for using this mild and selective reagent have been developed for a wide variety of substrates. The scope of the reaction includes aliphatic acyclic and cyclic ketones, aliphatic and aromatic aldehydes, and primary and secondary amines including a variety of weakly basic and nonbasic amines. Limitations include reactions with aromatic and unsaturated ketones and some sterically hindered ketones and amines. 1,2-Dichloroethane (DCE) is the preferred reaction solvent, but reactions can also be carried out in tetrahydrofuran (THF) and occasionally in acetonitrile. Acetic acid may be used as catalyst with ketone reactions, but it is generally not needed with aldehydes. The procedure is carried out effectively in the presence of acid sensitive functional groups such as acetals and ketals; it can also be carried out in the presence of reducible functional groups such as C-C multiple bonds and cyano and nitro groups. Reactions are generally faster in DCE than in THF, and in both solvents, reactions are faster in the presence of AcOH. In comparison with other reductive amination procedures such as NaBH3CN/MeOH, borane-pyridine, and catalytic hydrogenation, NaBH(OAc)3 gave consistently higher yields and fewer side products. In the reductive amination of some aldehydes with primary amines where dialkylation is a problem we adopted a stepwise procedure involving imine formation in MeOH followed by reduction with NaBH4.

New 4-arylaminopiperidines with antihypoxic and anticonvulsive activity

Several new bioanalogues of (±)-N-methyl-N-{1-[3-(4-fluorophenoxy)-2-hydroxy-propyl]piperidin-4- yl}benzothiazol-2-amine (1, sabeluzole, CAS 104383-17-7) were prepared by reacting 1,2-epoxy-3-aryloxypropanes with 4-arylaminopiperidines. Some of these derivatives showed enhanced activity in the potassium cyanide hypoxia test and in the pentetrazol convulsion test in mice compared to 1.

Aminohaloborane in Organic Synthesis. IX. Exclusive ortho Acylation Reaction of N-Monoaminoalkylanilines

The exclusive ortho acylation reaction of aniline derivatives using boron trichloride made possible the one-step synthesis of 2-acyl-N-monoaminoalkylanilines (1) and the corresponding imines (2) from N-monoaminoalkylanilines, even in the case of compounds with a bulky substituent at the nitrogen atom.Conventional methods only give 1 via elaborate procedures.Keywords: regioselective reaction; 2-acylaniline derivative; 2-acylaniline-imine derivative; boron trichloride

N-Aryl-N-(1-L-4-piperidinyl)-arylacetamides

Novel N-aryl-N-(1-L-4-piperidinyl)arylacetamides useful as anti-arrhythmic agents, a method of treating arrhythmia which comprises the systemic administration of such compounds to warm-blooded animals and pharmaceutical compositions to be used therefor.

N-aryl-N-(1-alkyl-4-piperidinyl)-arylacetamides

Novel N-aryl-N-(1-L-4-piperidinyl)arylacetamides useful as antiarrhythmic agents, a method of treating arrhythmia which comprises the systemic administration of such compounds to warm-blooded animals and pharmaceutical compositions to be used therefor.