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Furan-2-ylmethyl-p-tolyl-amine, also known as 2-(p-tolylamino)tetrahydrofuran, is a chemical compound characterized by the molecular formula C13H15NO. It presents as a colorless to pale yellow liquid with a subtle, amine-like scent. This versatile compound is utilized as a fundamental building block in the creation of various pharmaceuticals, agrochemicals, and fine chemicals. Additionally, it serves as an intermediate in the synthesis of dyes, pigments, and other organic compounds. Despite its low toxicity, Furan-2-ylmethyl-p-tolyl-amine requires careful handling and should be stored in a cool, well-ventilated environment, away from sources of heat and ignition to ensure safety.

3139-27-3

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3139-27-3 Usage

Uses

Used in Pharmaceutical Industry:
Furan-2-ylmethyl-p-tolyl-amine is used as a raw material for the synthesis of various pharmaceuticals. Its unique chemical structure allows it to be a key component in the development of new drugs, contributing to the advancement of medical treatments.
Used in Agrochemical Industry:
In the agrochemical sector, Furan-2-ylmethyl-p-tolyl-amine is employed as a starting material for the production of agrochemicals. Its role in this industry is crucial for the development of effective pesticides and other agricultural chemicals that protect crops and enhance agricultural productivity.
Used in Dye and Pigment Production:
Furan-2-ylmethyl-p-tolyl-amine is utilized as an intermediate in the manufacturing process of dyes and pigments. Its chemical properties make it suitable for creating a wide range of colorants used in various industries, including textiles, plastics, and printing inks.
Used in Fine Chemicals Synthesis:
FURAN-2-YLMETHYL-P-TOLYL-AMINE is also used as a building block in the synthesis of fine chemicals. Its versatility in chemical reactions enables the production of specialty chemicals used in research, fragrances, and other high-value applications.

Check Digit Verification of cas no

The CAS Registry Mumber 3139-27-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,1,3 and 9 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 3139-27:
(6*3)+(5*1)+(4*3)+(3*9)+(2*2)+(1*7)=73
73 % 10 = 3
So 3139-27-3 is a valid CAS Registry Number.
InChI:InChI=1/C12H13NO/c1-10-4-6-11(7-5-10)13-9-12-3-2-8-14-12/h2-8,13H,9H2,1H3

3139-27-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name N-(furan-2-ylmethyl)-4-methylaniline

1.2 Other means of identification

Product number -
Other names N-(p-Tolyl)furfurylamine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:3139-27-3 SDS

3139-27-3Relevant academic research and scientific papers

Furfural and 5-(hydroxymethyl)furfural valorization using homogeneous Ni(0) and Ni(II) catalysts by transfer hydrogenation

Arévalo, Alma,García, Juventino J.,Jurado-Vázquez, Tamara

supporting information, (2021/11/27)

The complex [dippeNi(COD)] (dippe =1,2-bis(diisopropyl phosphino)ethane) was used as a catalytic precursor in furfural (FF) and 5-(hydroxymethyl)furfural (HMF) valorization, along with formic acid as hydrogen transfer agent, to produce the corresponding a

Rhodium catalysts with cofactor mimics for the biomimetic reduction of CN bonds

Chen, Fushan,Deng, Li,Dong, Wenjin,Tang, Jie,Xian, Mo

, p. 5564 - 5569 (2021/08/25)

A strategy based on the cooperation between metal and bonded cofactor mimics was applied to the transfer hydrogenation of CN bonds. We designed and synthesized a rhodium complex containing a 1,3-dimethylbenzoimidazole moiety, which could transfer hydride from a rhodium center to imine substrates in a biomimetic way. Under both transfer hydrogenation and reductive amination reaction conditions, the catalyst exhibited good selectivity towards CN bonds. With the catalyst, 34 imines were transfer hydrogenated to corresponding amines and a key intermediate of retigabine was prepared via reductive amination in a greener way. According to the NMR observations and isotope experiments, a plausible mechanism for this biomimetic reduction of CN bonds were proposed.

Porous polymeric ligand promoted copper-catalyzed C-N coupling of (hetero)aryl chlorides under visible-light irradiation

Wang, Erfei,Chen, Kaixuan,Chen, Yinan,Zhang, Jiawei,Lin, Xinrong,Chen, Mao

, p. 17 - 21 (2020/11/04)

A porous polymeric ligand (PPL) has been synthesized and complexed with copper to generate a heterogeneous catalyst (Cu@PPL) that has facilitated the efficient C-N coupling with various (hetero)aryl chlorides under mild conditions of visible-light irradiation at 80 °C (58 examples, up to 99% yields). This method could be applied to both aqueous ammonia and substituted amines, and is compatible to a variety of functional groups and heterocycles, as well as allows tandem C-N couplings with conjunctive dihalides. Furthermore, the heterogeneous characteristic of Cu@PPL has enabled a straightforward catalyst separation in multiple times of recycling with negligible catalytic efficiency loss by simple filtration, affording reaction mixtures containing less than 1 ppm of Cu residue. [Figure not available: see fulltext.]

One-pot solvothermal synthesized CoS2@MoS2 nanocomposites for selective reduction coupling reaction to synthesize imines

Han, Wenpeng,Wang, Junwei,Li, Xuekuan,Zhou, Ligong,Yang, Ying,Tang, Mingxing,Ge, Hui

, p. 86 - 91 (2019/03/14)

Selective reduction coupling of nitroaromatics and aldehydes for imines synthesis has been investigated by using a series of bifunctional CoS2@MoS2 catalysts prepared by one-pot solvothermal method. Under optimal Co/Mo ratio of 0.75 and preparation temperature (180 °C), CoS2@MoS2–180-0.75 catalyst shows 96.5% nitrobenzene conversion, 93.0% imine selectivity and good versatility for substituted nitrobenzene and different aldehydes under mild conditions (60 °C, 1.5 MPa H2). The characterizations reveal that high nitroaromatics hydrogenation activity and good selectivity are mainly due to the formation of CoMoS phase, the coupling reaction between aniline derivatives and aldehydes is achieved by the appropriate acidity of CoS2@MoS2 nanocomposites.

Oxalic amide ligands, and uses thereof in copper-catalyzed coupling reaction of aryl halides

-

Page/Page column 72, (2020/01/09)

The present invention provides oxalic amide ligands and uses thereof in copper-catalyzed coupling reaction of aryl halides. Specifically, the present invention provides a use of a compound represented by formula I, wherein definitions of each group are described in the specification. The compound represented by formula I can be used as a ligand in copper-catalyzed coupling reaction of aryl halides for the formation of C—N, C—O and C—S bonds.

HETEROCYCLIC CARBOXYLIC ACID AMIDE LIGAND AND APPLICATIONS THEREOF IN COPPER CATALYZED COUPLING REACTION OF ARYL HALOGENO SUBSTITUTE

-

Paragraph 0259-0260, (2019/05/15)

Provided are a heterocyclic carboxylic acid amide ligand and applications thereof in a copper catalyzed coupling reaction. Specifically, provided are uses of a compound represented by formula (I), definitions of radical groups being described in the specifications. The compound represented by formula (I) can be used as the ligand in the copper catalyzed coupling reaction of the aryl halogeno substitute, and is used or catalyzing the coupling reaction for forming the aryl halogeno substitute having C—N, C—O, C—S and other bonds.

One-pot synthesis of amines from biomass resources catalyzed by HReO4

Caetano, Jo?o A. T.,Fernandes, Ana C.

supporting information, p. 2494 - 2498 (2018/06/11)

This work describes the one-pot synthesis of furfurylamines from carbohydrates catalyzed by HReO4. These one-pot three-reaction and four-reaction processes allow the conversion of xylose and xylan, respectively, into a large variety of secondary and tertiary amines with good overall yields and chemoselectivity.

Discovery of N-(Naphthalen-1-yl)-N′-alkyl Oxalamide Ligands Enables Cu-Catalyzed Aryl Amination with High Turnovers

Gao, Jie,Bhunia, Subhajit,Wang, Kailiang,Gan, Lu,Xia, Shanghua,Ma, Dawei

supporting information, p. 2809 - 2812 (2017/06/07)

A class of N-(naphthalen-1-yl)-N′-alkyl oxalamides have been proven to be powerful ligands, making a coupling reaction of (hetero)aryl iodides with primary amines proceed at 50 °C with only 0.01 mol % of Cu2O and ligand as well as a coupling reaction of (hetero)aryl bromides with primary amines and ammonia at 80 °C with only 0.1 mol % of Cu2O and ligand. A wide range of coupling partners work well under these conditions, thereby providing an easy to operate method for preparing (hetero)aryl amines.

Efficient Ruthenium(II)-Catalyzed Direct Reductive Amination of Aldehydes under Mild Conditions Using Hydrosilane as the Reductant

Li, Bin,Zheng, Jianxiong,Zeng, Weifeng,Li, Yibiao,Chen, Lu

supporting information, p. 1349 - 1355 (2017/03/11)

A direct reductive amination of aldehydes with anilines is performed with a ruthenium(II)-(arene) catalyst. The [RuCl2(p-cymene)]2/Ph2SiH2 catalytic system is very efficient for the synthesis of secondary amines and tertiary amines in good yields, and is highly chemoselective, tolerating a wide range of functional groups, such as NO2, CN, CO2Me, F, Cl, Br, OMe, Me, furyl and alkyl. We also report an interesting direductive amination of 2-ethylbutanal.

A comparative reactivity survey of some prominent bisphosphine nickel(II) precatalysts in C-N cross-coupling

Clark, Jillian S. K.,Lavoie, Christopher M.,MacQueen, Preston M.,Ferguson, Michael J.,Stradiotto, Mark

, p. 3248 - 3254 (2016/10/09)

The synthesis and characterization of the new air-stable precatalyst (L1)Ni(o-tol)Cl (C1; where L1 = JosiPhos CyPF-Cy) is reported, along with the results of a comparative reactivity survey involving C1 and analogous PAd-DalPhos- and DPPF-containing precatalysts (C2 and C3, respectively) in representative nickel-catalyzed C(sp2)-N cross-coupling reactions. Precatalyst C1 was found to be competitive with, and in some cases complementary to, C2 in the monoarylation of ammonia and primary alkylamines with (hetero)aryl chlorides, including in otherwise challenging room temperature transformations. (Pseudo)halide comparison studies involving the cross-coupling of furfurylamine at room temperature revealed that in contrast to C2 precatalyst C1 performs less effectively with aryl bromides. Whereas C3 was found to be ineffective for such transformations, this DPPF-derived precatalyst proved superior to C1 and C2 in reactions involving the secondary dialkylamine test substrate morpholine.

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