A straightforward synthesis of 2-aminobenzothiazoles from Herz compounds.
نویسندگان
چکیده
2-Aminobenzothiazoles are readily synthesised from anilines, sulfur monochloride and isocyanides. The key step consists of an iodine-catalysed insertion of isocyanides into the S-S bond of hydrolysed Herz salts, with concomitant extrusion of sulfur monoxide.
منابع مشابه
Synthesis and anti-inflammatory activity of alkyl/arylidene-2-aminobenzothiazoles and 1-benzothiazol-2-yl-3-chloro-4-substituted-azetidin-2-ones.
Ten new derivatives of 1-benzothiazol-2-yl-3-chloro-4-substituted-azetidin-2-ones (3a-j) were synthesized using various Schiff bases (alkyl/arylidene-2-aminobenzothiazoles; 2a-j), which in turn were prepared starting from 2-aminobenzothiazole (1). All the synthesised compounds were characterised by elemental analyses and spectral (IR, 1H-NMR, 13C-NMR and EI-MS) data. The title compounds 2a-j an...
متن کاملCopper-catalyzed synthesis of 2-aminobenzothiazoles from 2-iodophenyl isocyanides, potassium sulfide and amines.
A simple and practically useful synthetic method for the synthesis of a variety of 2-aminobenzothiazoles was developed. This methodology could construct one C-N bond and two C-S bonds in a step reaction and provide the desired products in good to perfect yields.
متن کاملDiversity oriented one-pot three-component sequential synthesis of annulated benzothiazoloquinazolines
Annulated benzothiazoloquinazolines have been synthesized by a diversity oriented simple and convenient synthesis involving one-pot three-component reaction of substituted 2-aminobenzothiazoles with α-tetralone and aromatic/heteroaromatic aldehydes in ethanol in the presence of catalytic amount of triethylamine. The synthesized compounds have been characterized by their elemental analyses and s...
متن کاملCopper-catalyzed ring expansion of 2-aminobenzothiazoles with alkynyl carboxylic acids to 1,4-benzothiazines.
A new ring expansion of 2-aminobenzothiazoles with alkynyl carboxylic acids was developed, which allows for one-pot synthesis of 1,4-benzothiazines in moderate to excellent yields. The cascade reaction was achieved through decarboxylative coupling, nucleophilic ring-opening reaction and intramolecular hydroamination process.
متن کاملEffects of 2-alkylthio-6-aminobenzothiazoles and their 6-N-substituted derivatives on photosynthesis inhibition in Chlorella vulgaris and spinach chloroplasts.
2-Alkylthio-6-aminobenzothiazoles and their 6-N-substituted derivatives 3-(2-alkylthio-6-benzothiazolylaminomethyl)-2-benzothiazolineth iones and 3-(2-alkylthio-6-benzothiazolylaminomethyl)-6-bromo-2-benzothia zolinones inhibit photosynthetic processes in spinach chloroplasts and the chlorophyll production in Chlorella vulgaris. The inhibitory activity depends on the alkyl chain length of the t...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Organic & biomolecular chemistry
دوره 9 13 شماره
صفحات -
تاریخ انتشار 2011