76874-79-8Relevant articles and documents
Tetramethylammonium Fluoride Tetrahydrate for SNAr Fluorination of 4-Chlorothiazoles at a Production Scale
Hawk, Mai Khanh,Ryan, Sarah J.,Zhang, Xin,Huang, Ping,Chen, Jing,Liu, Chuanren,Chen, Jianping,Lindsay-Scott, Peter J.,Burnett, John,White, Craig,Lu, Yu,Rizzo, John R.
, p. 1167 - 1175 (2021/05/31)
This article describes the use of tetramethylammonium fluoride tetrahydrate (TMAF·4H2O) for the large-scale preparation of a challenging 4-fluorothiazole. Commercially available TMAF·4H2O was procured on a large scale and rigorously dried by distillation with isopropyl alcohol and then dimethylformamide at elevated temperature. This method of drying provided anhydrous TMAF [TMAF (anh)] containing a 45.1 kg scale at 95-100 °C to produce 36.8 kg of 4-fluorothiazole 1b.
Studies of nonnucleoside HIV-1 reverse transcriptase inhibitors. Part 1: Design and synthesis of thiazolidenebenzenesulfonamides
Masuda, Naoyuki,Yamamoto, Osamu,Fujii, Masahiro,Ohgami, Tetsuro,Fujiyasu, Jiro,Kontani, Toru,Moritomo, Ayako,Orita, Masaya,Kurihara, Hiroyuki,Koga, Hironobu,Nakahara, Hideaki,Kageyama, Shunji,Ohta, Mitsuaki,Inoue, Hiroshi,Hatta, Toshifumi,Suzuki, Hiroshi,Sudo, Kenji,Shimizu, Yasuaki,Kodama, Eiichi,Matsuoka, Masao,Fujiwara, Masatoshi,Yokota, Tomoyuki,Shigeta, Shiro,Baba, Masanori
, p. 6171 - 6182 (2007/10/03)
A series of thiazolidenebenzenesulfonamides have been discovered as nonnucleoside reverse transcriptase inhibitors. Compound 17a exhibited the most potent inhibitory activity against the Y181C mutant reverse transcriptase (RT). The introduction of the 4-c
Preparation of 2-amino-5-formyl-4-halothiazoles
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, (2008/06/13)
A process for the preparation of 2-amino-5-formyl-4-halothiazoles by reaction, in a first stage, of thiourea with chloroacetic or bromoacetic acid in the presence of an N,N-disubstituted formamide, followed by treatment of the reaction mixture with a phosphoric trihalide and then with water in the presence of a base.
Azo compounds having a 5-substituted-4-chlorothiazolyl-2-diazo component radical
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, (2008/06/13)
Compounds of the formula STR1 in which K is the radical of a coupling component of the aniline, α-naphthylamine, pyrazolone, aminopyrazole, indole, tetrahydroquinoline, thiazole, phenol, naphthol, pyridine or pyridone series. R is --CHO, --CH=C(CN)--R1, --CH=CH--R2, --CH=C(NO2)--R3, --CH=NOH or --CN, wherein R1 is (C1-10 alkoxycarbonyl; (C1-10 alkoxy)carbonyl monosubstituted by chloro, bromo, cyano, hydroxy, C1-2 alkoxy, (C1-2 alkyl)carbonyloxy or (C1-2 alkoxy)carbonyl; (C1-10 alkoxy)carbonyl disubstituted by hydroxy and by chloro or bromo; (C3-8 alkenyl)oxycarbonyl; (C3-8 chloroalkenyl)oxycarbonyl; (C3-8 bromoalkenyl)oxycarbonyl; propynyloxycarbonyl; benzyloxycarbonyl; chlorobenzyloxycarbonyl; nitrobenzyloxycarbonyl; C1-4 alkylsulfonyl; phenylsulfonyl; tolylsulfonyl; carbamoyl; (C1-2 alkyl)carbamoyl; di(C1-2 alkyl)carbamoyl; phenylcarbamoyl; aminothiocarbonyl; benzimidazolyl-2; cyano; acetyl; phenyl; benzoyl or phenyl or benzoyl substituted by 1, 2 or 3 substituents each of which is independently chloro, bromo or nitro, with the proviso that the maximum number of nitro groups is two, and R2 is phenyl; benzoyl or phenyl or benzoyl substituted by 1, 2 or 3 substituents each of which is independently chloro, bromo or nitro, with the proviso that the maximum number of nitro groups is two, and R3 is hydrogen, methyl or ethyl, and m is 0 or 1, useful as disperse dyes for dyeing and printing textile substrates comprising or consisting of synthetic or semi-synthetic, hydrophobic, high molecular weight, organic materials such as linear aromatic polyesters, cellulose 21/2 acetate, cellulose triacetate and synthetic polyamides, with those wherein R is formyl also being useful for dyeing wool.
