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2H-Pyrrole, 3,4-dihydro-5-(4-methylphenyl)- is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

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  • 22217-77-2 Structure
  • Basic information

    1. Product Name: 2H-Pyrrole, 3,4-dihydro-5-(4-methylphenyl)-
    2. Synonyms:
    3. CAS NO:22217-77-2
    4. Molecular Formula: C11H13N
    5. Molecular Weight: 159.231
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 22217-77-2.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: N/A
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. CAS DataBase Reference: 2H-Pyrrole, 3,4-dihydro-5-(4-methylphenyl)-(CAS DataBase Reference)
    10. NIST Chemistry Reference: 2H-Pyrrole, 3,4-dihydro-5-(4-methylphenyl)-(22217-77-2)
    11. EPA Substance Registry System: 2H-Pyrrole, 3,4-dihydro-5-(4-methylphenyl)-(22217-77-2)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 22217-77-2(Hazardous Substances Data)

22217-77-2 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 22217-77-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,2,2,1 and 7 respectively; the second part has 2 digits, 7 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 22217-77:
(7*2)+(6*2)+(5*2)+(4*1)+(3*7)+(2*7)+(1*7)=82
82 % 10 = 2
So 22217-77-2 is a valid CAS Registry Number.

22217-77-2Relevant articles and documents

Reactions of cyclopropyl aryl ketones with sulfonamides mediated by Zr(OTf)4: Cascade preparation of 5-aryl-3,4-dihydro-2H-pyrrole

Shi, Min,Yang, Yong-Hua,Xu, Bo

, p. 1622 - 1624 (2004)

We found that the Lewis acid Zr(OTf)4 can effectively promote the ring-opening reaction of cyclopropyl aryl ketones with sulfonamides. By controlling the reaction conditions, we could obtain the ring-opened products 3 and the cyclized products 5 in moderate to good yields. This process provides a novel and efficient route for the synthesis of 5-aryl-3,4-dihydro-2H-pyrrole in the presence of a Lewis acid.

Synthesis of 2-aryl-1-pyrrolines from arylnitriles

Keppens, Marian,De Kimpe, Norbert,Fonck, Gwendolien

, p. 3097 - 3102 (1996)

Aromatic nitriles underwent addition of stabase-protected γ-aminopropylmagnesium bromide to afford the corresponding 1-pyrrolines in one step. Copyright

Iron-Catalyzed Ring Expansion of Cyclobutanols for the Synthesis of 1-Pyrrolines by Using MsONH3OTf

Zhuang, Daijiao,Gatera, Tharcisse,An, Zhenyu,Yan, Rulong

, p. 771 - 775 (2022/01/20)

The synthesis of 1-pyrrolines from cyclobutanol derivatives and an aminating reagent (MsONH3OTf) has been developed. This one-pot procedure achieves C–N bond/C═N bond formation via ring expansion. A series of 1-pyrroline derivatives are synthes

Synthesis of 1-Pyrroline by Denitrogenative Ring Expansion of Cyclobutyl Azides under Thermal Conditions

Ban, Kazuho,Miki, Yuya,Sajiki, Hironao,Sawama, Yoshinari,Tomita, Naohito

, p. 3481 - 3484 (2021/06/17)

We herein report an efficient and systematic synthesis of 1-pyrrolines from cyclobutyl azides under thermal and neutral conditions. The reaction proceeded without any additional reagents, and nitrogen was generated as the sole by-product. Furthermore, the generated 1-pyrrolines could be continuously transformed into pyrroles, N-Boc-amines, and oxaziridines in an one-pot manner. (Figure presented.).

Intramolecular Csp3-H/C-C bond amination of alkyl azides for the selective synthesis of cyclic imines and tertiary amines

Jiao, Ning,Li, Xinyao,Luo, Xiao,Song, Song,Wang, Weijin,Wen, Xiaojin

, p. 4482 - 4487 (2020/05/18)

The intramolecular Csp3-H and/or C-C bond amination is very important in modern organic synthesis due to its efficiency in the construction of diversified N-heterocycles. Herein, we report a novel intramolecular cyclization of alkyl azides for the synthesis of cyclic imines and tertiary amines through selective Csp3-H and/or C-C bond cleavage. Two C-N single bonds or a CN double bond are efficiently constructed in these transformations. The carbocation mechanism differs from the reported metal nitrene intermediates and therefore enables metal-free and new transformation.

Intramolecular Cyclization of Brominated Oxime Ether Promoted with Ytterbium(0) to the Synthesis of Cyclic Imines

Wang, Yiqiong,Huang, Fei,Zhang, Songlin

, p. 5178 - 5181 (2020/08/13)

The first utility of ytterbium(0) as a mediating-metal in the intramolecular cyclization of brominated oxime ether was reported in this paper. In contrast to the prior methods, the N–O bond was used as a receptor of nucleophilic reagent, rather than as a source of N-centered radicals. Cyclic imines were obtained in this one-pot reaction with a broad scope of substrates and feasible reaction conditions.

Iminyl Radicals by Reductive Cleavage of N-O Bond in Oxime Ether Promoted by SmI2: A Straightforward Synthesis of Five-Membered Cyclic Imines

Huang, Fei,Zhang, Songlin

, p. 7430 - 7434 (2019/10/11)

A new generation method of N-centered radicals from the reductive cleavage of the N-O bond in oxime ether promoted by SmI2 is reported for the first time. The in-situ-generated N-centered radicals underwent intramolecular cyclization to afford five-membered cyclic imines in two manners: N-centered radical addition and N-centered anion nucleophilic substitution. From a synthetic point of view, an efficient synthetic method of five-membered cyclic imines was developed. A mechanism of the transformation was proposed.

Method for synthesizing pyrroline compounds through iron-catalyzed amino alcohol and enol

-

Paragraph 0026; 0027; 0028; 0029; 0086-0089, (2019/05/22)

The invention discloses a method for synthesizing pyrroline compounds through iron-catalyzed amino alcohol and enol. In the atmosphere of inert gas, the amino alcohol and the enol serve as raw materials, potassium tert-butoxide is used as alkali, a series

Palladium-catalyzed ortho-olefination of 2-arylpyrrolidines: A tool for increasing structural complexity in nitrogen heterocycles

Legarda, Pablo D.,García-Rubia, Alfonso,Arrayás, Ramón Gómez,Carretero, Juan C.

, p. 3947 - 3954 (2018/06/11)

The dual role of the (2-pyridyl)sulfonyl unit as directing functionality and readily removable N-protecting group has enabled an efficient and practical transformation of 2-arylpyrrolidine derivatives into more complex tricyclic frameworks via palladium-catalyzed ortho-olefination with electron deficient alkenes and subsequent cyclization upon N-deprotection under mild conditions. The key cross coupling step in the presence of N-fluoro-2,4,6-trimethylpyridinium triflate ([F+]) as the terminal oxidant is both highly efficient and tolerant to a variety of steric and electronic changes at both coupling partners. By adequate choice of reductive conditions, the N-sulfonyl deprotection can be directed to the selective formation of benzo-fused pyrrolizidine or fused pyrrolidino-benzazapine frameworks.

The reaction of cyclic imines with the Ruppert-Prakash reagent. Facile approach to α-trifluoromethylated nornicotine, anabazine, and homoanabazine

Shevchenko, Nikolay E.,Vlasov, Katja,Nenajdenko, Valentine G.,R?schenthaler, Gerd-Volker

scheme or table, p. 69 - 74 (2011/02/27)

We have demonstrated that the Ruppert-Prakash reagent is able to react with a number of cyclic imines under acidic condition to afford the corresponding α-trifluoromethyl derivatives of nitrogen heterocycles. 5-7-Membered cyclic imines bearing various alkyl, aryl or heterocyclic group were successfully involved in this transformation. Novel trifluoromethylated analogues of nicotine, anabasine, and homoanabasine alkaloids were synthesized.

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