Toluene sulfonamide

SYNS o-METHYLBENZENESULFONAMIDE 2-METHYLBENZENESULFONAMIDE ONCO-CARBIDE ORTHO-TOLUOL-SULFONAMID (GERMAN) OTS OXYUREA TOLUENE-2-SULFONAMIDE... 

TOLUENE DIISOCYANATE see TGM800 TOLUENE, ar,ar-DINITRO- see DVG600 2,3-TOLUENEDIOL see DNEOOO TOLUENE HEXAHYDRIDE see MIQ740 o-TOLUENE ISOCYANATE see IKG725 TOLUENE-2-SULFONAMIDE see TGN250... 

Toluene-2-sulfonamide. See o-Toluenesulfonamide Toluene-4-sulfonamide. See p-Toluenesulfonamide o-Toluenesulfonamide CAS 88-19-7 EINECS/ELINCS 201-808-8 Synonyms 2-Methylbenzenesulfonamide o-Methylbenzenesulfonamide OTS Oxyurea Toluene-2-sulfonamide o-Toluol sulfoamid Empirical C7H9NO2S Formula CH3C6H4SO2NH2 Properties Colorless crystals sol. in alcohol si. sol. in water, ether m.w. 171.22 sp.gr. 1.353 m.p. 156-158 C flash pt. (COC) 206 C Toxicology LD50 (oral, rat) 4870 mg/kg mildly toxic by ing. primary eye irritant suspected carcinogen experimental tumorigen, reproductive effector mutagenic data TSCA listed... 

Toluene-2-sulfonamide. See o-Toluenesulfonamide Toluene-4-sulfonamide. See p-Toluenesulfonamide o-Toluenesulfonamide... 

Oxyurea Toluene-2-sulfonamide o-Toluol sulfoamid Empirical C7H9NO2S Formula CH3CgH4S02NH2... 

A solution of potassium hydroxide (5 g) in 8 ml of water is placed in the distilling flask and 25 ml of 95% ethanol is added no boiling chips). The flask is heated in a water bath to 65° and a solution of 21.5 g(0.1 mole) of V-methyl-iV-nitroso-/ -toluene-sulfonamide in 130 ml of ether is added through the dropping funnel over a period of about 25 minutes. The rate of addition should about equal the rate of distillation. When the dropping funnel is empty, another 20 ml of ether is added slowly and the distillation is continued until the distilling ether is colorless. The combined ethereal distillate contains about 3 g (approx. 0.07 mole) of diazomethane and is approximately 0.5 M. 

Mayanna, S.M. and Jayaram, B., Determination of caffeine using N-chloro-p-toluene-sulfonamide, Analyst, 106,729,19811... 

D. Arnold, C. Moodie, and H. Grice, Long term toxicity of ortho-toluene sulfonamide and sodium saccharin in the rat, Toxicol. Appl. Pharmacol, 52, 113 (1980). 

Treatment of 2-benzoylpyridine 81 with p-toluene-sulfonamide gave 1-amino-2-benzoylpyridinium tosylate 82 (X = OTs), which was cyclized with formamide in the presence of triethylamine hydrobromide to give 83 (82FRP2486942). The reaction of the perchlorate 82 (X = C104) with urea in polyphosphoric acid afforded 3-hydroxy-l-phenylpyrido[2,l-/][l,2,4]triazinium perchlorate 84. Treatment of this salt with base led to the zwitterionic l-phenylpyrido[2,l-/][l,2,4]triazin-5-ium-3-olate 85 (86JHC375). Pharmaceutical compositions contain 83 (82FRP2486942). 

Proposed significant new use rule (SNUR) n-Methanesulfony1-p-toluene sulfonamide. 

Side-chain oxidations of alkyl aromatic compounds to aromatic carboxylic acids by electrogenerated and regenerated chromic acid have been studied extensively in the case of saccharin formation from o-toluene sulfonamide This... 

N-ethyl-p-toluenesulfonamide and derivs 6 E334 N-(2-azidoethyl)-p-toluene sulfonamide 6 E334 3,N-dinitro-N-ethyl-p-toluene sulfonamide 6E334... 

Sulfines were prepared from the reaction of unsaturated alcohols and /V-sulfiny I-//-toluene sulfonamide (TsNOS)-BF3-OEt2 (Equations 32 and 33) <1995JOC8067>. 

Although the foregoing studies are focused on imidations of P, S, Se, and As compounds with [(tosylimino)iodo]benzene, and related reactions, PhI = NTs has also been utilized for conversions of trialkylboranes to N-alkyl-p-toluene -sulfonamides (Scheme 21) [47]. Such reactions presumably occur through N-tosylaminoborane intermediates (i.e., B-N bond formation). 

Dichloro-2-(5-methoxyhept-l-yl)bicyclo[3.2.0]heptan-7-one (5 g), is dissolved in 100 ml of ether and transferred to a 500 ml, round-bottomed flask. An excess of diazomethane is generated in situ by reacting N-methyl-N-nitroso-p-toluene sulfonamide (60 g) with potassium hydroxide in ethanol. 

Saccharin (1) Toluene + chlorosulfonic acid - o.toluene sulfonate + NH3 - o.toluene sulfonamide + KMn04 (2) Anthranilic acid + NaN02 + N2S2 — o.sodium benzoate disulfide + methanol + Cl2 - o.sulfonyl chloride methyl benzoate + NH3... 

The synthesis of aza-oxa crown ethers is best accomplished by making carbon-nitrogen bonds in the cyclisation step. Although the original syntheses operated under conditions of high dilution and involved the co-condensation of a diamine with a diacid chloride, these methods have been supplanted by the more versatile and convenient A-alkylation pathways involving toluene-sulfonamide or TV-benzyl intermediates. This chapter has focused on the metal-free synthesis of saturated aza-oxa crown ethers. There are a large number of examples of the synthesis of aromatic and heterocyclic aza-oxa crown ethers that involve the co-condensation of aldehydes and amines mediated by metal ions such as Pb2+ and Ba2+24,25 This in situ synthetic... 

Ring formations by nucleophilic substitution at saturated carbon atoms with primary amines as nucleophiles have rarely been carried out because the resulting secondary amines as a rule are more nucleophilic than the primary ones, and therefore competition reactions are favored. The synthesis of secondary amines often starts from toluene sulfonamides which can easily be deprotonated and alkylated. A large number of methods for detosylation exists especially the acidic cleavage with H2SO4 or with HBr/phenol have proved to be reliable. 

SYNS N-(4-CHLORO-3-OXOBUTYL)-p-TOLUENE-SULFONAMIDE p-TOLUENESULFONAMIDE, N-(4-CHLORO-3-OXOBUTYL)-... 

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)-, (-)-... 

Cossement et al. [9] s)nithesized the enantiomers of l-(p-chlorobenzhy-diyl)-4-(p-methylphenyl)sulfonyl piperazine 3 and used it as an intermediate for fhe preparation of buclizine 6 and other histamines. The enantiomers of (+)- and (—)-l-(p-chlorobenzhydryl)-4-(p-foluene sulfo-nyl)piperazine 3 were prepared and converted by hydrolysis to the enantiomers of (+)- or (—)- of p-chlorobenzhydryl piperazine 4. Compound 3 was prepared by refluxing p-chlorobenzhydrylamine 1 with N-bis-2-chloroethyl-p-toluene sulfonamide 2 with ethyl diisopropylamine. Reaction of p-ferf-bufylbenzyl chloride 5 wifh p-chlorobenzhydryl piperazine 4 gives buclizine 6. 

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