147249-41-0

Usage

Uses

Used in Organic Synthesis:
2-Amino-6-chlorobenzonitrile is used as a key intermediate in the synthesis of various organic compounds, particularly in the pharmaceutical and agrochemical industries. Its unique structure allows for the creation of a wide range of molecules with potential applications in these fields.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 2-Amino-6-chlorobenzonitrile is used as a building block for the development of new drugs. Its reactivity and functional groups enable the formation of diverse molecular structures that can be tailored for specific therapeutic applications.
Used in Agrochemical Production:
Similarly, in the agrochemical sector, 2-Amino-6-chlorobenzonitrile is employed as a precursor for the synthesis of various agrochemicals, such as pesticides and herbicides. Its versatility in chemical reactions allows for the creation of compounds that can effectively target and control agricultural pests and weeds.

InChI:InChI=1/C7H5ClN2/c8-6-2-1-3-7(10)5(6)4-9/h1-3H,10H2

Upstream product

• 2112-22-3 2,3-dichloro-6-nitrobenzonitrile 

Downstream Products

• 147249-42-1 6-amino-2,3-dichlorobenzylamine 

Relevant academic research and scientific papers

Cyclic guanidines as dual 5-HT5A/5-HT7 receptor ligands: Structure-activity relationship elucidation

The optimisation of affinity and selectivity in a novel series of dual 5-HT5A/5-HT7 receptor ligands is described. Brain penetrant 2-aminodihydroquinazolines with low nanomolar affinities were identified.

METHOD FOR THE PRODUCTION OF ANAGRELIDE HYDROCHLORIDE

Disclosed is a method for producing 6,7-dichloro-1,5-dihydroimidazo[2,1-b]quinazoline-2(3H)-on hydrochloride (anagrelide hydrochloride). Said method comprises the following steps: a) 2,3-dichlorobenzaldehyde is nitrated to obtain 2,3-dichloro-6-nitrobenzaldehyde; b) 2,3-dichloro-6-nitrobenzaldehyde is reacted with hydroxylamine HCl and acetic anhydride by applying heat so as to obtain 2,3-dichloro-6-nitrobenzonitrile; c) the nitro group of 2,3-dichloro-6-nitrobenzonitrile is reduced to obtain 2,3-dichloro-6-aminobenzonitrile; d) the nitrile group of 2,3-dichloro-6-aminobenzonitrile is reduced to obtain 2,3-dichloro-6-aminobenzylamine dihydrochloride; e) 2,3-dichloro-6-aminobenzylamine dihydrochloride is reacted with i) bromoacetic acid ethyl ester, CH3CN, and triethylamine; and ii) BrCN to obtain (2-amino-5,6-dichloro-4H-quinazoline-3-yl) acetic acid ethyl ester; f) (2-amino-5,6-dichloro-4H-quinazoline-3-yl) acetic acid ethyl ester is reacted in cycloalkylation conditions to obtain 6,7-dichloro-1,5-dihydroimidazo[2,1-b]quinazoline-2(3H)-on; and g) 6,7-dichloro-1,5-dihydroimidazo[2,1-b]quinazoline-2(3H)-on is reacted with HCl to obtain anagrelide hydrochloride.