59473-45-9 Usage
Description
2-Iodobenzyl chloride is an organic compound with the chemical structure featuring a benzene ring, an iodine atom, and a chlorine atom attached to a benzyl group. It is a versatile intermediate in the synthesis of various organic compounds and pharmaceuticals due to its unique reactivity and functional groups.
Uses
Used in Pharmaceutical Synthesis:
2-Iodobenzyl chloride is used as a synthetic intermediate for the production of various pharmaceutical compounds. Its application is based on its ability to undergo a range of chemical reactions, such as nucleophilic substitution and electrophilic aromatic substitution, which are crucial in the synthesis of complex organic molecules.
Used in the Synthesis of Bioactive Compounds:
2-Iodobenzyl chloride is used as a key building block in the synthesis of bioactive compounds, such as succinimido[3,4-b]indane, 1,2,3,4,5,6-hexahydro-1,5-methano-3-benzazocine-2,4-dione, and others. These compounds have potential applications in the development of new drugs and therapeutic agents.
Used in the Synthesis of Amine Derivatives:
2-Iodobenzyl chloride is used as a starting material for the synthesis of various amine derivatives, including 1-(2-iodobenzyl)-1,1-diethylamine, 1-(2-iodobenzyl)pyrrolidine, 1-(2-iodobenzyl)piperidine, and 1-(2-iodobenzyl)hexahydroazepine. These amine derivatives are important in the development of pharmaceuticals and agrochemicals.
Used in the Synthesis of Heterocyclic Compounds:
2-Iodobenzyl chloride is used as a synthetic building block for the preparation of heterocyclic compounds, such as 4-(2-iodobenzyl)morpholine, 4-(2-iodobenzyl)thiomorpholine, and 1-benzoyl-4-(2-iodobenzyl)piperazine. These heterocyclic compounds have potential applications in the pharmaceutical industry as they can exhibit various biological activities.
Used in the Synthesis of Indole Derivatives:
2-Iodobenzyl chloride is used as a synthetic intermediate for the preparation of indole derivatives, such as 1-(2-iodobenzyl)indole-2-carbaldehyde. Indole derivatives are known for their diverse biological activities and are widely used in the development of pharmaceuticals and other bioactive compounds.
Check Digit Verification of cas no
The CAS Registry Mumber 59473-45-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,9,4,7 and 3 respectively; the second part has 2 digits, 4 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 59473-45:
(7*5)+(6*9)+(5*4)+(4*7)+(3*3)+(2*4)+(1*5)=159
159 % 10 = 9
So 59473-45-9 is a valid CAS Registry Number.
InChI:InChI=1/C7H6ClI/c8-5-6-3-1-2-4-7(6)9/h1-4H,5H2
59473-45-9Relevant articles and documents
MACROCYCLIC COMPOUNDS USEFUL AS CHITINASE INHIBITORS
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Paragraph 0128; 0173-0174, (2021/07/29)
The present invention relates to macrocyclic compounds of formula (I) and their use as chitinase inhibitors as well as to pharmaceutical compositions and methods of preparation thereof. The compounds can in particular be used in the treatment, prevention and/or amelioration of asthma.
Formamides as Lewis Base Catalysts in SNReactions—Efficient Transformation of Alcohols into Chlorides, Amines, and Ethers
Huy, Peter H.,Motsch, Sebastian,Kappler, Sarah M.
supporting information, p. 10145 - 10149 (2016/08/16)
A simple formamide catalyst facilitates the efficient transformation of alcohols into alkyl chlorides with benzoyl chloride as the sole reagent. These nucleophilic substitutions proceed through iminium-activated alcohols as intermediates. The novel method, which can be even performed under solvent-free conditions, is distinguished by an excellent functional group tolerance, scalability (>100 g) and waste-balance (E-factor down to 2). Chiral substrates are converted with excellent levels of stereochemical inversion (99 %→≥95 % ee). In a practical one-pot procedure, the primary formed chlorides can be further transformed into amines, azides, ethers, sulfides, and nitriles. The value of the method was demonstrated in straightforward syntheses of the drugs rac-Clopidogrel and S-Fendiline.
Cu-Catalyzed Suzuki-Miyaura reactions of primary and secondary benzyl halides with arylboronates
Sun, Yan-Yan,Yi, Jun,Lu, Xi,Zhang, Zhen-Qi,Xiao, Bin,Fu, Yao
supporting information, p. 11060 - 11062 (2014/09/30)
A copper-catalyzed Suzuki-Miyaura coupling of benzyl halides with arylboronates is described. Varieties of primary benzyl halides as well as more challenging secondary benzyl halides with β hydrogens or steric hindrance could be successfully converted into the corresponding products. Thus it provides access to diarylmethanes, diarylethanes and triarylmethanes. This journal is the Partner Organisations 2014.
