15826-91-2Relevant articles and documents
One-Pot Tandem Access to Phenothiazine Derivatives from Acetanilide and 2-Bromothiophenol via Rhodium-Catalyzed C-H Thiolation and Copper-Catalyzed C-N Amination
Rui, Xiyan,Wang, Chao,Si, Dongjuan,Hui, Xuechao,Li, Keting,Wen, Hongmei,Li, Wei,Liu, Jian
, p. 6622 - 6632 (2021)
A one-pot and step economic reaction involving Rh(III)-catalyzed C-H thiolation and relay Cu(II)-catalyzed C-N amination of acetanilide and 2-bromothiophenol is reported here, with several valuable phenothiazine products obtained. This synthesis protocol proceeds from easily starting materials, demonstrating high atom economy, broad substrate scope, and good yield. Furthermore, the directing group can be easily eliminated, and chlorpromazine is provided in a large scale; thus this synthesis protocol could be utilized to construct phenothiazine scaffolds.
Hydrogen/deuterium exchange on aromatic rings during atmospheric pressure chemical ionization mass spectrometry
Davies, Noel W.,Smith, Jason A.,Molesworth, Peter P.,Ross, John J.
, p. 1105 - 1110 (2010)
It has been demonstrated that substituted indoles fully labelled with deuterium on the aromatic ring can undergo substantial exchange back to partial and even fully protonated forms during atmos-pheric pressure chemical ionisation (APCI) liquid chromatography/mass spectrometry (LC/MS). The degree of this exchange was strongly dependent on the absolute quantity of analyte, the APCI desolvation temperature, the nature of the mobile phase, the mobile phase flow rate and the instrument used. Hydrogen/deuterium (H/D) exchange on several other aromatic ring systems during APCI LC/MS was either undetectable (nitrobenzene, aniline) or extremely small (acetanilide) compared to the effect observed for substituted indoles. This observation has major implications for quantitative assays using deuterium-labelled internal standards and for the detection of deuter-ium-labelled products from isotopically labelled feeding experiments where there is a risk of back exchange to the protonated form during the analysis.
Stable isotope labeled sulfamethoxazole and synthesis method thereof
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Paragraph 0035; 0039; 0045; 0047, (2019/07/29)
The invention discloses stable isotope labeled sulfamethoxazole and a synthesis method thereof. The synthesis method comprises following steps: S1, stable isotope labeled aniline and acetic anhydrideare subjected to a reaction, and stable isotope labeled acetaminobenzene is prepared; S2, stable isotope labeled acetaminobenzene and chlorosulfonic acid are subjected to a reaction, and stable isotope labeled p-acetamidobenzene sulfonyl chloride is prepared; S3, stable isotope labeled p-acetamidobenzene sulfonyl, 3-amino-5-methylisoxazole and 4-dimethylaminopyridine are subjected to a reaction, and stable isotope labeled acetylsulfamethoxazole is prepared; S4, stable isotope labeled acetylsulfamethoxazole is hydrolyzed under the alkaline condition, and stable isotope labeled sulfamethoxazoleis obtained. The synthesis process is simple, a product is easy to separate and purify, chemical purity and isotope abundance of the obtained product both reach 99% or higher, and the product meets the requirement of a standard reagent for quantitatively detecting sulfamethoxazole; stable isotope labeled sulfamethoxazole has high use value and good economic efficiency.
Stable isotope deuterium labeled sulfanilamide drug and preparation method thereof
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Paragraph 0026; 0033; 0034; 0035, (2018/04/26)
The invention belongs to the technical field of chemical synthesis, and specifically relates to a stable isotope deuterium labeled sulfanilamide drug and a preparation method thereof. The preparationmethod comprises the following steps: (1) subjecting benzene-d6 (I) to a nitratlon reaction so as to prepare deuterium labeled nitrobenzene-d5 (II); (2) reducing nitro of the deuterium labeled nitrobenzene-d5 (II) so as to prepare deuterium labeled aniline-d5 (III); (3) under the conditions of anhydrous sodium acetate and glacial acetic acid, subjecting the deuterium labeled aniline-d5 (III) and acetic anhydride to a reaction so as to prepare deuterium labeled N-acetanilide-d5 (IV); (4) subjecting the deuterium labeled N-acetanilide-d5 (IV) and chlorosulfonic acid to a reaction so as to prepare deuterium labeled 1-chlorosulfonyl-4-acetamidobenzene-d4 (V); and (5) allowing R to substitute chlorine of the deuterium labeled 1-chlorosulfonyl-4-acetamidobenzene-d4 (V), and carrying out hydrolysis so as to prepare an isotope deuterium labeled sulfanilamide drug (VII). The preparation method provided by the invention has the advantages of simple reaction conditions, short reaction time, highconversion efficiency, strong economy, and applicability to mass synthesis.
