In 2020,Heterocycles included an article by Tabata, Mutsuko; Oshikiri, Naoki; Hasegawa, Masakazu; Satoh, Keiichi; Fukui, Yoshikazu; Nagahama, Yoshiyuki; Morikawa, Harunobu; Yamada, Fumio; Somei, Masanori. Quality Control of Methyl 2-(5-chloro-1H-indol-3-yl)acetate. The article was titled 《1-hydroxyindoles: production of feruloylserotonin, an alkaloid of safflower seed, novel ring system compound, 1,10-diaza-9,20-dioxokabutanes, 2,2′-bisindoles, and (dl)-3a,3a’-bispyrrolo[2,3-b]indoles》. The information in the text is summarized as follows:
Me 1-hydroxyindole-3-acetate produced novel hexacyclic 8,17-bis(methoxycarbonylmethyl)-1,10-diaza-9,20-dioxakabutane as a major product by the reaction with 85% formic acid, while its reaction with trifluoroacetic acid generated exclusively another 2,2′-bisindole dimer, 1-hydroxy-3,3′-di(methoxycarbonylmethyl)-2,2′-bisindole. Reaction of Me 1-hydroxyindole-3-acetate with mineral acid such as HCl afforded Me 5-chloroindole-3-acetate, products and their distribution changed depending on the structure of 1-hydroxyindole. The side chain has a C-C-N structure, enables nucleophilic substitution reaction to occur effectively, and was applied for the preparation of N-feruloylserotonin, an alkaloid isolated from safflower seed. 1-Hydroxymelatonin, having a methoxy group on the benzenoid part, afforded (dl)-3a,3a’-bis(pyrrolo[2,3-b]indole) compound by the treatment with 85% formic acid. Products’ structures are unequivocally determined by X-ray single crystallog. analyses. In the experiment, the researchers used Methyl 2-(5-chloro-1H-indol-3-yl)acetate(cas: 74339-45-0Quality Control of Methyl 2-(5-chloro-1H-indol-3-yl)acetate)
Methyl 2-(5-chloro-1H-indol-3-yl)acetate(cas: 74339-45-0) is a member of organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. They are generally not present in crude oils and are typically the result of additives, cleaning solutions or chemicals used for oil recovery.Quality Control of Methyl 2-(5-chloro-1H-indol-3-yl)acetate
Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles