Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) belongs to acyl chlorides. Lacking the ability to form hydrogen bonds, acyl chlorides have lower boiling and melting points than similar carboxylic acids. For example, acetic acid boils at 118 °C, whereas acetyl chloride boils at 51 °C. Like most carbonyl compounds, infrared spectroscopy reveals a band near 1750 cm−1.Application of 5781-53-3
Application of 5781-53-3In 2020 ,《Facile Access to 1,4-Disubstituted Pyrrolo[1,2-a]pyrazines from α-Aminoacetonitriles》 appeared in Synthesis. The author of the article were Karmakar, Ananta; Ramalingam, Sridharan; Basha, Mushkin; Indasi, Gopi Kumar; Belema, Makonen; Meanwell, Nicholas A.; Dhar, T. G. Murali; Rampulla, Richard; Mathur, Arvind; Gupta, Anuradha; Gupta, Arun Kumar. The article conveys some information:
An efficient and practical synthetic protocol for synthesis of 1,4-disubstituted pyrrolo[1,2-a]pyrazine derivatives I (R = Ph, pyridin-3-yl, cyclohexyl, t-Bu, etc.) that originate from α-substituted pyrroloacetonitriles II (R1 = H) which, in turn, are readily available from aryl and alkyl aldehydes RCHO is described . The α-pyrroloacetonitriles II were subjected to a Friedel-Crafts acylation with Me chlorooxoacetate followed by reduction of the nitrile group under Pd-catalyzed hydrogenation conditions and finally aromatization with DDQ leading to the desired pyrrolo[1,2-a]pyrazine derivatives I. This method was generalized and successfully applied to various substrates. The developed protocol provides direct and convenient access to 1,4-disubstituted ring systems in moderate to good overall yields (51-68%) without the need for purification of the intermediates II (R1 = 2-methoxy-2-oxoacetyl). Further functionalization via the stepwise halogenation (bromination, iodination) and nitration was also demonstrated. In addition, the potential of the ester functionality for elaboration was demonstrated by manipulating into heterocyclic ring systems, exemplified by conversion into 2-(4-phenylpyrrolo[1,2-a]pyrazin-1-yl)benzo[d]oxazole.Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3Application of 5781-53-3) was used in this study.
Methyl 2-chloro-2-oxoacetate(cas: 5781-53-3) belongs to acyl chlorides. Lacking the ability to form hydrogen bonds, acyl chlorides have lower boiling and melting points than similar carboxylic acids. For example, acetic acid boils at 118 °C, whereas acetyl chloride boils at 51 °C. Like most carbonyl compounds, infrared spectroscopy reveals a band near 1750 cm−1.Application of 5781-53-3
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics