Chloro benzenesulfonamide

A solution of 54 g (0.64 mol) of propyl isocyanate in 60 ml of anhydrous dimethylform-amide was added to a cold, well-stirred suspension of 81 g (0.42 mol) of dry p-chloro-benzenesulfonamide in 210 ml of anhydrous triethylamine during the course of 20 to 30 minutes. The mildly exothermic reaction was completed by allowing it to stand at room temperature for about 5 hours. The reaction mixture was then slowly added to 3 liters of cold 20% acetic acid during the course of about one hour, constant agitation being maintained throughout the addition. 

The radioiodination procedure (see Note 9) described here uses IODO-BEADS, which contain the sodium salt of IV-chloro-benzenesulfonamide immobilized on nonporous, polystyrene beads. Immobilization of the oxidizing agent allows for easy separation of the latter from the reaction mixture. This method also prevents the use of reducing agents. 

Chemical Name 4-chloro-N-[(propylamino)carbonyl] benzenesulfonamide Common Name 1-(p-chloroben2enesulfonyl)-3-propylurea Structural Formula ... 

Chemical Name 2-Chloro-5-(1-hydroxy-3-oxo-1 -isoindolinyl)benzenesulfonamide Common Name Chlortalidone... 

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°... 

Chemical Name 4-amino-N-(6-chloro-3-pyridazinyl)benzenesulfonamide Common Name —... 

Figure 12.10 Pyrogram of acrylic emulsion paints containing different organic pigments (a) PR5 (b) PR112 (c) PR4 (d) PY3 (e) PR 251 (f) PY74. Peak assignments 1, EA 2, MMA 3, nBA 4, 4 chloro 2 nitro benzenamine 5, 2 chloro benzenamine 6, 1 chloro 2 isocya nato benzene 7, 2 methoxy 4 nitro benzenamine 8, 2 methoxy benzenamine 9, 1 isocya nato 2 methoxy benzene 10, 1 chloro 4 nitro benzenamine 11,1 chloro 2 nitro benzene 12, 2 naphthalenol 13, 3 amino 4 methoxy N,N diethyl benzenesulfonamide 14, 4 meth oxy N,N diethyl benzenesulfonamide 15, 5 chloro 2,4 demethoxy benzenamine 16, 2,4,5 trichloro benzenamine 17, 1,3,4 trichloro benzene 18, 2 methyl benzenamine 19,...

Azosemide. 2-Chloro-5-(17/-tetrazol-5-yl)-4-[(2-thienylmethyl)amino]benzenesulfonamide 615, diuretic. 

Methoxyphenoxy)-2-(pyrimidin-2-yl)tetrahydropyrimidine-4,6-dione 4,6-Dichloro-5-(2-methoxyphenoxy)-2,2 -bipyrimidine 4-t-Butyl-N-[6-chloro-5-(2-methoxyphenoxy)-2-(pyrimidin-2-yl)-pyrimidin-4-yl] benzenesulfonamide... 

In methanol was dissolved the 5- l-chloro-2-[2-(2-ethoxyphenoxy)ethylamino]ethyl -2-methoxybenzenesulfonamide hydrochloride and after adding thereto 10% palladium carbon, dechlorination was performed under hydrogen stream at normal temperature and pressure. The palladium carbon was filtered away and the filtrate was concentrated under reduced pressure to provide the 2-methoxy-5- 2-[2-(2-ethoxyphenoxy)ethylamino]ethyl>benzenesulfonamide hydrochloride, which was recrystallized from 120 ml of a mixture of methanol and ethanol (1 4 by volume ratio) to provide the colorless crystals thereof. The melting point of the 5- 2-[2-(2-ethoxyphenoxy)ethylamino]-2-methylethyl -2-methoxybenzenesulfonamide hydrochloride 254°-256°C. 

Chemical Name 2-chloro-/V-(((4-methoxy-6-methyl-l,3,5-triazin-2-yl)amino)-carbonyl)-benzenesulfonamide ... 

After several failures with peptidic structures such as 2, all of which suffered from toxicity problems during development, Bristol Myers Squibb and Merck [32] published details of almost 1000 derivatives of 4-chloro-N-(2,5-difluorophenyl)-benzenesulfonamides. Five-hundred of these were reported to be very good in-... 

The synthesis of pazopanib (1) involves sequential animation of 2,4-dichloropyrimidine 25 with 6-amino-2,3-dimethylindazole 24 and 5-amino-2-methyl-benzenesulfonamide 28. The 6-amino-2,3-dimethylindazole 24, on the other hand, was prepared from 2-ethylphenylamine 20 via 5-nitration with fuming nitric acid and concentrated sulfuric acid, followed by treatment with isoamyl nitrite and acetic acid to produce 6-nitro-3-methylindazole 22. The 6-nitro group was reduced with stannous chloride and concentrated HC1 in glyme and subsequently methylated at the C2 position of the indazole ring with trimethyloxonium tetrafluoroborate in acetone to produce 6-amino-2,3-dimethylindazole 24. The resultant indazole 24 was condensed with 2,4-dichloropyrimidine 25 in the presence of sodium bicarbonate in ethanol/THF and subsequent iV-methylation with iodomethane and cesium carbonate to produce 27. The 2-chloro group of pyrimidine was then allowed to react with 5-amino-2-methyl-benzenesulfonamide 28 in catalytic HCl/isopropanol and heated to reflux to deliver pazopanib hydrochloride (1) in good yield. 

Synthetic procedures are available for the preparation of fluoro (e.g., 2-lithio-l-methyl-5-octylpyrrole with fV-fluoro-iV-(phenylsulfonyl)benzenesulfonamide <2003JFC(124)159>), chloro, bromo, and iodo compounds from the corresponding lithio derivatives, for example, 2-iodobenzo[A]furan via lithiation of the heterocycle then reaction with iodine <2002JOC7048>. Perchloryl fluoride (FCIO3), A-chlorosuccinimide, bromine, and iodine are examples of reagents which can be used to introduce fluorine, chlorine, bromine, and iodine, respectively. 

Chloramine-T trihydrate p-Toluenesulfonamide, A-chloro-, sodium salt (8) Benzenesulfonamide, A-chloro-4-methyl-, sodium salt, trihydrate (9) (7080-50-4)... 

SYNS ACTI-CHLORE AKTIVIN ANEXOL BENZENESULFONAMIDE, N-CHLORO-4-METHYL-, SODIUM SALT (9CI) BERKENDYL CHLORALONE... 

SYNS BENZENESULFONAMIDE, N-(3-CHLORO-2-OXO-l-(PHENYLMETHYL)PROPYL)-4-METHYL-.(S)- 1-N-(a-(CHLOROACETYL)PHENETHYL)-p-TOLUENE-SULFONAMIDE p-TOLUENESULFONAMIDE, N-(a-(CHLOROACETYL)PHENETHYL)-, (-)-... 

Many amides have been prepared from pyrazinecarboxylic acid chlorides some are listed below with the relevant amines and references 2-chlorocarbonyl [MeNHj/ EtOAc (138) Me NH/EtOAc (138) BujNH etc/EtOAc (138) aniline/EtOAc (138, 1335) other aromatic and heterocyclic amines/EtOAc (138) sulfanilamide/ pyridine (1336) p-(2 -aminoethyl)benzenesulfonamide (1385) p-anisidine/benzene (1334) 4-hydroxypiperidine/benzene chloroform (1386) morpholine/DMF/20° (1387) 2-aminopyrimidine/benzene (1388) glycine/NaOH/ether (1201, cf. 1333, 1360)] 2-chlorocarbonyl-5-methyl [MeNHj/benzene (1337) MejNH/benzene (1337) 4-phenylpiperazine or diethanolamine/benzene-chloroform (1386) 2-chlorocarbonyl-3-phenyl (6-aminopenicillanic acid) (1024) 2-chloro-3-chloro-carbonyl (morpholine/benzene) (838) 2-chloro-5-chlorocarbonyl (NH4OH) (839) 2-chloro-6-chlorocarbonyl (Et2NH/benzene) (870, 1389) 2-chlorocarbonyl-5-hydroxy (aniline/benzene) (1055) 2-chlorocarbonyl-3-methoxy (morpholine/ benzene) (867) 2-chlorocarbonyl-5-methoxy (morpholine/benzene-chloroform) (1386) and 2-(l -chlorocarbonylethyI) (morpholine/benzene) (364). 

When treated with chlorine in acetic acid, 2-(methylsulfanyl)benzenesulfonamide cyclizes by formation of the N2-C3 bond to give 3-chloro-li6-l,4,2-benzodithiazine 1,1-dioxide (2) in 92% yield.41... 

Sulfachlorpyridazine. 4-Amino-N-(b-chloro-3-pyridazinyt)benzenesulfonamide -V-(6-chloro-l.pyridazin-yl)sulfanilamlde 3 -ch to ro - 6 -sulf ani lam idopy r idazi ne 3 -sulfanilamido-6-chloropyridazine 3 -(p-aminophenylsulfon -... 

AI3-16452 Annogen Benzene chloramine Benzene-sulfo-sodium chloramlde Benzenesulfochloramide, N-chloro-, sodium salt Benzenesulfochloramide sodium Benzenesulfonamide, N-ohloro-, sodium salt Caswell No. 169 Chloramin B Chloramine B Chlordetal Chlorogen N-Chlorobenzenesulfonamide sodium N-Chloro-N-sodiobenzenesulfonamide EINECS 204-847-9 ERA Pesticide Chemical Code 076501 HSDB 3422 Khloramin B Monochloramine B Neomagnol NSC 75446 Sodium, (chloro(phenylsulfonyl)amino)- Sodium, (N-... 

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