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3-Bromo-N-methoxy-N-methylbenzamide, a chemical compound with the formula C9H10BrNO2, is a white to off-white crystalline powder. It is a derivative of benzamide, featuring a bromine atom and a methoxy group attached to the nitrogen and a methyl group, respectively. This versatile chemical is utilized as an intermediate in the synthesis of pharmaceuticals and agrochemicals, and also serves as a reagent in organic synthesis. Its applications extend to potential uses as a pesticide and insecticide in agriculture.

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  • 207681-67-2 Structure
  • Basic information

    1. Product Name: 3-BROMO-N-METHOXY-N-METHYLBENZAMIDE
    2. Synonyms: 3-BROMO-N-METHOXY-N-METHYLBENZAMIDE
    3. CAS NO:207681-67-2
    4. Molecular Formula: C9H10BrNO2
    5. Molecular Weight: 244.09
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 207681-67-2.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 352.95°C at 760 mmHg
    3. Flash Point: 167.258°C
    4. Appearance: /
    5. Density: 1.459g/cm3
    6. Vapor Pressure: 0mmHg at 25°C
    7. Refractive Index: 1.56
    8. Storage Temp.: 2-8°C
    9. Solubility: N/A
    10. CAS DataBase Reference: 3-BROMO-N-METHOXY-N-METHYLBENZAMIDE(CAS DataBase Reference)
    11. NIST Chemistry Reference: 3-BROMO-N-METHOXY-N-METHYLBENZAMIDE(207681-67-2)
    12. EPA Substance Registry System: 3-BROMO-N-METHOXY-N-METHYLBENZAMIDE(207681-67-2)
  • 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: 207681-67-2(Hazardous Substances Data)

207681-67-2 Usage

Uses

Used in Pharmaceutical Industry:
3-Bromo-N-methoxy-N-methylbenzamide is used as a key intermediate in the synthesis of various drugs. Its unique structure allows for the development of new pharmaceutical compounds with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 3-Bromo-N-methoxy-N-methylbenzamide is utilized as a reagent in the production of pesticides and insecticides. Its chemical properties contribute to the effectiveness of these agricultural chemicals in controlling pests and diseases.
Used in Organic Synthesis:
3-Bromo-N-methoxy-N-methylbenzamide serves as a valuable reagent in organic synthesis, facilitating the creation of a range of organic compounds for research and industrial purposes. Its versatility in chemical reactions makes it a useful component in the synthesis of various organic molecules.

Check Digit Verification of cas no

The CAS Registry Mumber 207681-67-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,0,7,6,8 and 1 respectively; the second part has 2 digits, 6 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 207681-67:
(8*2)+(7*0)+(6*7)+(5*6)+(4*8)+(3*1)+(2*6)+(1*7)=142
142 % 10 = 2
So 207681-67-2 is a valid CAS Registry Number.
InChI:InChI=1/C9H10BrNO2/c1-11(13-2)9(12)7-4-3-5-8(10)6-7/h3-6H,1-2H3

207681-67-2Relevant articles and documents

Rhoda-Electrocatalyzed Bimetallic C?H Oxygenation by Weak O-Coordination

Tan, Xuefeng,Massignan, Leonardo,Hou, Xiaoyan,Frey, Johanna,Oliveira, Jo?o C. A.,Hussain, Masoom Nasiha,Ackermann, Lutz

supporting information, p. 13264 - 13270 (2021/05/06)

Rhodium-electrocatalyzed arene C?H oxygenation by weakly O-coordinating amides and ketones have been established by bimetallic electrocatalysis. Likewise, diverse dihydrooxazinones were selectively accessed by the judicious choice of current, enabling twofold C?H functionalization. Detailed mechanistic studies by experiment, mass spectroscopy and cyclovoltammetric analysis provided support for an unprecedented electrooxidation-induced C?H activation by a bimetallic rhodium catalysis manifold.

Saturated Bioisosteres of ortho-Substituted Benzenes

Denisenko, Aleksandr,Garbuz, Pavel,Mykhailiuk, Pavel K.,Shishkina, Svetlana V.,Voloshchuk, Nataliya M.

supporting information, p. 20515 - 20521 (2020/08/21)

Saturated bioisosteres of ortho-disubstituted benzenes (bicyclo[2.1.1]hexanes) were synthesized, characterized and validated. These cores were incorporated into the bioactive compounds Valsartan, Boskalid and Fluxapyroxad instead of the benzene ring. The

Palladium-Catalyzed, ortho-Selective C-H Halogenation of Benzyl Nitriles, Aryl Weinreb Amides, and Anilides

Das, Riki,Kapur, Manmohan

, p. 1114 - 1126 (2018/06/18)

A palladium-catalyzed, ortho-selective C-H halogenation methodology is reported herein. The highlight of the work is the highly selective C(sp2)-H functionalization of benzyl nitriles in the presence of activated C(sp3)-H bond, which results in good yields of the halogenated products with excellent regioselectivity. Along with benzyl nitriles, aryl Weinreb amides and anilides have been evaluated for the transformation using aprotic conditions. Mechanistic studies yield interesting aspects with respect to the pathway of the reaction and the directing group abilities.

FACTOR XIa INHIBITORS

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Page/Page column 34-35, (2017/05/21)

The present invention provides a compound of Formula (I) and pharmaceutical compositions comprising one or more said compounds, and methods for using said compounds for treating or preventing thromboses, embolisms, hypercoagulability or fibrotic changes. The compounds are selective Factor XIa inhibitors or dual inhibitors of Factor XIa and plasma Kallikrein.

ANTI-HCMV COMPOSITIONS AND METHODS

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Page/Page column 58; 62, (2016/06/06)

Novel compounds useful for treating and/or preventing HCMV infections are provided.

One-pot Unsymmetrical Ketone Synthesis Employing a Pyrrole-Bearing Formal Carbonyl Dication Linchpin Reagent

Heller, Stephen T.,Newton, James N.,Fu, Tingting,Sarpong, Richmond

supporting information, p. 9839 - 9843 (2015/08/19)

A one-pot procedure for the synthesis of unsymmetrical ketones utilizing a pyrrole-bearing carbonyl linchpin reagent (carbonyl linchpin N,O-dimethylhydroxylamine pyrrole; CLAmP) is reported. In contrast to other carbonyl dielectrophile equivalents, CLAmP enables the synthesis of ketones from a variety of organolithium and Grignard reagents. The electrophilic nature of CLAmP enables the addition of less reactive as well as thermally unstable nucleophiles. CLAmP was designed to form kinetically stable tetrahedral intermediates upon the addition of organometallic nucleophiles. Evidence for the existence of persistent tetrahedral intermediates was obtained through in situ IR studies.

Amide and Peptide Bond Formation in Water at Room Temperature

Gabriel, Christopher M.,Keener, Megan,Gallou, Fabrice,Lipshutz, Bruce H.

supporting information, p. 3968 - 3971 (2015/09/01)

A general and environmentally responsible method for the formation of amide/peptide bonds in an aqueous micellar medium is described. Use of uronium salt (1-cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylaminomorpholinocarbenium hexafluorophosphate (COMU) as a coupling reagent, 2,6-lutidine, and TPGS-750-M represents mild conditions associated with these valuable types of couplings. The aqueous reaction medium is recyclable leading to low E Factors.

An Efficient synthesis of Weinreb amides and ketones via palladium nanoparticles on ZIF-8 catalysed carbonylative coupling

Thanh Dang, Tuan,Chen, Anqi,Majeed Seayad, Abdul

, p. 30019 - 30027 (2014/08/05)

Heterogeneously catalysed carbonylative coupling reactions such as aminocarbonylation and Suzuki-carbonylation are reported using Pd nanoparticles supported on ZIF-8 for efficient and environmentally attractive synthesis of Weinreb amides and ketones from aryl bromides or iodides. The catalyst is air stable, offers high activity with very low palladium leaching and is recyclable. The presence of a phosphine ligand was required when aryl bromides were used as substrates, while no ligand was necessary when aryl iodides were used. the Partner Organisations 2014.

NOVEL ANTI-INFECTIOUS DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF, PHARMACEUTICAL COMPOSITIONS CONTAINING SAME AND USES OF SAID DERIVATIVES IN TREATMENT

-

Page/Page column 8-9, (2011/05/03)

The invention relates to bi-substrate inhibitor molecules associating (i) a pyridine, pyridinium or dihydropyridine-type structure allied to active metabolites of isoniazide, or related structures, and (ii) a hydrophobic substituent. The invention also re

Development of isoniazid-NAD truncated adducts embedding a lipophilic fragment as potential bi-substrate InhA inhibitors and antimycobacterial agents

Delaine, Tamara,Bernardes-Génisson, Vania,Quémard, Anna?k,Constant, Patricia,Meunier, Bernard,Bernadou, Jean

supporting information; experimental part, p. 4554 - 4561 (2010/10/19)

Isoniazid-NAD truncated adducts embedding a lipophilic fragment were designed, synthesized and evaluated as inhibitors of the enoyl-acyl carrier protein (ACP) reductase (InhA) of Mycobacterium tuberculosis and as antimycobacterial agents. These compounds, planned as bi-substrate inhibitors and inspired from the active metabolite of isoniazid, combine both the nicotinamide moiety of the cofactor NAD and a lipophilic hydrocarbon chain mimic of the InhA substrate. The lipophilic fragment was introduced using either Suzuki-Miyaura cross-coupling or a classical nucleophilic substitution reaction. Several compounds developed in this work were indeed able to inhibit the InhA activity and showed promising antimycobacterial activities. However a direct correlation between the expressed activity and the bi-substrate mode of action could not yet be unambiguously demonstrated.

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