8- Amino-5-chloro

Amino-2-chloro-5-(methylsulfamyl)benzenesulfOnamide Manufacturing Process... 

B) Preparation of 4-Amino-2-Chloro-5-(Methylsulfamyl)Benzenesulfonamide The 5-sub-stituted-2,4-dlsulfamyl anilines may be prepared by procedures described in the literature, for example, the general procedures in Monatsch. Chem. vol. 48, p 87 (1927), which involves the treatment of a m-substituted aniline with from 10 to 20 parts by weight of chlorosulfonic acid followed by the gradual addition of from about 90 to 170 parts by weight of sodium chloride. The resultant mixture is heated at approximately 150°C for about 2 hours after which the reaction mixture is poured into water and the resultant 5-substituted aniline-2,4-disulfonyl chloride is filtered and is then treated with concentrated ammonium hydroxide or suitable amine by standard procedures to obtain the corresponding disulfonamide. 

C) Preparation of 2-Methyl-3-(2,2,2-Trifluoroethyl)Thiomethyl-6-Chloro-7-Sulfamyl-3,4-Dihydro-1,2,4-Benzothiadiazine-1,1-Dioxide To 4.6 g (0.015 mol) of 4-amino-2-chloro-5-(methylsulfamyl)benzenesulfonamide in 30 ml of the dimethyl ether of ethylene glycol is added 4.08 g (0.02 mol) of 2,2,2-trifluoroethylmercaptoacetaldehyde dimethylacetal followed by 1 ml of ethyl acetate saturated with hydrogen chloride gas. The resulting solution is refluxed for 1.5 hours, cooled and then slowly added to cold water dropwise with stirring. The crude product is filtered, dried and recrystallized from isopropanol (3.2 g), MP 202° to 202.5°C. A second recrystallization from isopropanol raised the MP to 202°... 

C21H27CIFN7O2 32566-14-6) see Flurazepam 4-amino-2-chloro-5-fluoropyrimidine (C4H2CIFN3 155-10-2) see Flucytosine 4-amino-6-chloro-S-methoxypyrimidine (CjHdClNjO 5018-41-7) see Sulfadoxine... 

Flucytosine Flucytosine, 5-fluorocytosine (35.4.4), is synthesized from fluorouracil (30.1.3.3). Fluorouracil is reacted with phosphorous oxychloride in dimethylaniline to make 2,4-dichloro-5-fluoropyrimidine (35.4.2), which is reacted with ammonia to make a product substituted with chlorine at the fourth position of the pyrimidine ring—4-amino-2-chloro-5-fluoropyrimidine (35.4.3). Hydrolysis of the chlorovinyl fragment of this compound in a solution of hydrochloric acid gives the desired flucytosine [52-55]. 

Formation of chloroquinazolines by amine diazotization can also been performed, but in the case of 4-amino-2-chloro-5-iodo-6,7-dimethoxyquinazoline 122, chlorination with isobutyl nitrite and cupric chloride to give 123 was accompanied by hydrolysis to the analogous quinazolinone 124 <2005TL983>. 

Other pyridine derivatives have been aminated with alkali metal amides. Treatment of 2,3 -bipyridine (116) with sodium amide afforded the isomers shown in Scheme 46 (77MI1). In a similar fashion, 2,2 -bipyridine gave 6,6 -diamino-2,2 -bipyridine, 3,3 -bipyridine yielded 6-amino-3,3 -bipyridine, and 4,4 -bipyridine afforded 2,2 -diamino-4,4 -bipyridine upon treatment with sodium amide (78RCR1042). The amination of 2-chloro-5-nitropyridine gave the Chichibabin products 2-amino-6-chloro-3-nitropyridine and 4-amino-2-chloro-5-nitropyridine in low yields (<3% of each) on treatment with potassium amide in liquid ammonia. The main product was 2-amino-5-nitropyridine, obtained primarily by the S fANRORC) mechanism (85JOC484). 

Pis(trimethylsilyl)amino)chloro((trimethylsilyl)amino)borane [10078-93-0]... 

In an interesting study, phthalocyanine complexes containing four anthraquinone nuclei (5.34) were synthesised and evaluated as potential vat dyes and pigments [18]. Anthraquinone-1,2-dicarbonitrile or the corresponding dicarboxylic anhydride was reacted with a transition-metal salt, namely vanadium, chromium, iron, cobalt, nickel, copper, tin, platinum or lead (Scheme 5.6). Substituted analogues were also prepared from amino, chloro or nitro derivatives of anthraquinone-l,2-dicarboxylic anhydride. 

Note the key role of the 2-cyanopyridine ion in promoting the course of the subsequent fragmentation. Proximity effects in 2-substituted pyridines are often instrumental in dictating the nature of decomposition on electron impact, for example in 2-dimethylaminopyridine (68TL3689,73CS(3)139,74JOC285) and in other amino, chloro, and -one derivatives (68JHC647). 

The reduction of (alkylamino)haloboranes using hydride reagents can provide a convenient route to (alkylamino)boranes for example, LiA1H4 has been utilized to prepare bis(dimethylamino)borane [23884-11-9] from chlorobis(dimethylamino)borane [6562-41-0] (68). When this same strategy is applied to (bis(trimethylsilyl)amino)chloro((trimethylsilyl)amino)borane [10078-93-0], the expected compound is obtained along with the formation of two... 

Both the amino chloro starting materials and these amino fluoro derivatives are mixtures of cis- and rrans-isomers. Fluorination of P3N3CI3 [N(CH3)2] 3, however, gives a product containing about 95% of the rra s-isomer and the reaction product may crystallize spontaneously after removal of the petroleum ether. If this does not occur, the pure isomer can be obtained as a white solid (mp 42°) by recyrstallization from hot 40-60° petroleum ether. The corresponding cis-isomer is less volatile and can be isolated from the mother liquors by preparative glc as a white solid melting at 35-36°. The mixture of cis- and rrans-isomers of P3N3CI2F2 [N(CH3)2] 2 can be distilled at 73-5°/0.04 torr, but it is not possible to effect a separation of the isomers in this way. Separation is possible by pre-... 

Isocoumarins inactivate many serine proteases. For example, 7-amino -chloro-3-methoxyisocoumarin acylates serine 195 of elastases as follows. ... 

Various reactions of hexachlorodisilane in the presence of nucleophiles appear to be associated with latent trichlorosilyl anions. These anions are generated from one SiCls group of Si2Cl6 when the other silicon atom is attacked by a nucleophile [5-7], Recently, an amino(chloro)phosphane hexachlorodisilane adduct was detected by P NMR and Si NMR [4]. 

Terminal vowel of prefixes for many inorganic and organic substituent groups, e.g. amino, chloro, oxido, sulfo, thiolato. 

A number of pyridazines were selected for further deriva-tization based on their herbicidal activity. Pyridazines containing methoxy, substituted-amino, chloro, and hydrogen in the 3-position were selectively reduced using platinum oxide in tri-fluoroacetic acid to yield the corresponding 6-cyclohexyl derivatives (2.) Selected analogs were also oxidized in the 1-and/or 2-positions using meta-chloroperbenzoic acid (8) and were quater-nized with methyl iodide in refluxing acetonitrile (9) to... 

Bis-[tert.-butyl-methyl-amino]-chloro-2991, SObl. 3006 C,H,IN,... 

The therapeutic potential of HENECA for the treatment of cardiovascular diseases, and the need for more selective A2a agonists prompted us to synthesize a number of new 2-alkynyl derivatives of NECA bearing hydroxyl, amino, chloro, cyano, and heterocyclic groups or substituted aromatic or heteroaromatic rings in the side chain [27,28]. 

Triorganosilyl alkali-metal reagents (see 5.5.4) react with either bis-(amino)chloro-boranes ... 

The reaction of 15 with 2-aminopyridine yields a mixture of the amino-(chloro)boryl complex 19a and the base-stabilized borylene complex 20a [40]. 20a reacts readily with ethanol, leading to the corresponding ethoxyborylene complex 20b, which was crystallographically characterized. 19a is stable in boiling ethanol but reacts, in the presence of Ag[SbF6] in undried thf, to the hydroxyboryl complex 19b (Scheme 8). The key structural parameters of 19b and 20b are very similar, which leads to the very important conclusion that there is only little difference in the nature of the Os-B bond in these types of base-stabilized borylene and boryl complexes. 

Keywords Amino-Chloro-Substituted Cyclodisilazanes / Halo-Substituted... 

Summary We present ab initio calculations and crystal structures of halo- and hydrido-substituted cyclodisilazanes as well as the synthesis and crystal structure of the first amino-chloro functional cyclodisilazane in the cw-conformation. Crystal structure determinations of cyclotrisilazanes are shown. 

The measured exocyclic Si-H bonds (Fig. 4) are longer than the calculated ones (see Scheme 2) and also than the Si-H bonds e. g. of triaminosilanes (136-138 pm) or disilanes (142-145 pm). Besides, the H-Si-H angle is considerably smaller than the calculated ones (see Scheme 2). Ammonolysis of the l,3-bis(silyl)-2,2,4,4-tetrachlorocyclodisilazane leads selectively to mono-substitution on each of the endocyclic Si atoms. The first amino-chloro functional cyclodisilazane is obtained. 

The initial molar ratio between dialkylamine and chlorosilane has the main influence on the product composition. Figure 1 illustrates how the product distribution of the reaction of diethylamine with pentachloro-l,2,3-trimethyltrisilane depends on the molar ratio. The various resulting product yields indicate the different reactivities of the silyl groups related to diethylamine. The following reactivity graduation of silyl groups in amino(chloro)(methyl)silanes was observed ... 

Some structures with the structural motif of interest are from cyclic compounds [17-19]. These are not appropriate for our purposes, since the disilacyclus causes additional ring strain effects. In addition to these existing structures we have synthesized the new amino(chloro)methyldisilanes 5-7 (Fig. 2). Nevertheless, there are not sufficient experimental data to obtain reliable parameters. Accordingly, theoretical methods provide the only practical means of deriving force field constants. The X-ray structural data of the available compounds 1-7 will be used to prove the quality of the new developed molecular modeling parameters. 

C. Siriwong, P. Sae-Oui, C. Sirisinha, Comparison ofcouplingeffectiveness among amino-, chloro-, and mercapto silanes in chloroprene rubber. Polymer Testing, ISSN 0142-9418 38 (September 2014) 64-72. http //dx.doi.Org/10.1016/j.polymertesting.2014.07.003. 

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