Aniline benzenesulfonate

An equimolar quantity of aniline benzenesulfonate may be used in place of the hydrochloride. 

Aniline benzenesulfonate, 36, 7 Aniline hydrochloride, 30, 5, 6, 36, 6 Anilines ortho substituted ejano i tliyl Ltion of, 38, 1 5 p Amsidme liydmi lilundt, 31, 12... 

Schwarz, n. slop-padded aniline black. -SI, n. aniline oil. -rot, n. aniline red. -salz, n. aniline salt, -schwarz, n. aniline black, -soifoskure, /. anilinesulfonic acid (amino-benzenesulfonic acid), -tinte,/. aniline ink. -vergiftung, /. aniline poisoning. 

Benzyl p-substituted benzenesulfonates with p-substituted anilines... 

The benzylideneanilines of Table IX are prepared by refluxing a mixture of 0.010 mole each of the appropriate para-substituted benzaldehyde and aniline in 150 ml of benzene containing 0.1 gm of benzenesulfonic acid for 2-4 hr. A Dean-Stark trap is used to collect the water and then the solvent is removed under reduced pressure. The residue is recrystallized from hexane or other... 

Lee s group has published extensive results on aminolysis of sulfonates.278 281 Thus the reactions of anilines witii 2-cyano-2-propyl and 1-cyanocyclooctylarenesulfonates in acetonidile have been stiidied.278 A dissociative, S k2 mechanism with a loose TS is supported from die usual LFERs. An 5k2 mechanism is also found for the reaction in acetone of (Z)-benzyl (X)-benzenesulfonates witii (Y)-pyridines.279 Nucleophilic substiditions witii die cycloalkyhnetiiylsulfonates (306) and anilines in MeOH were also sfridied.280 Finally die reaction of tiiiopheneethyl arenesulfonates (307) with anilines and AvA -dimethylanilines in MeCN has been reported on.281 Frontside-atiack in an 5n2 mechanism witii a four-centre TS is supported. 

Mesylates are used for Ni-catalysed reactions. Arenediazodium salts 2 are very reactive pseudohalides undergoing facile oxidative addition to Pd(0). They are more easily available than aryl iodides or triflates. Also, acyl (aroyl) halides 4 and aroyl anhydrides 5 behave as pseudohalides after decarbonylation under certain conditions. Sulfonyl chlorides 6 react with evolution of SO2. Allylic halides are reactive, but their reactions via 7t-allyl complexes are treated in Chapter 4. Based on the reactions of those pseudohalides, several benzene derivatives such as aniline, phenol, benzoic acid and benzenesulfonic acid can be used for the reaction, in addition to phenyl halides. In Scheme 3.1, reactions of benzene as a parent ring compound are summarized. Needless to say, the reactions can be extended to various aromatic compounds including heteroaromatic compounds whenever their halides and pseudohalides are available. 

In the Bechamp reaction, para orientation predominates, although small amounts of ortho isomers are formed, together with some arsinic acids (e.g., 4,4,-diaminodiphenylarsinic acid from aniline) none of the meta isomer results. If the para position is blocked, the reaction usually yields the ortho isomer in a low yield however, in the case of p-hydroxy-benzenesulfonic acid no reaction occurs.76 As might be expected, ortho 4 substitution prevails when a-naphthylamine is employed as the starting material.58... 

Sulfonation. The direct sulfonation of alkylaminotriphenylmethane dyes gives mixtures of substituted products. Although dyes containing anilino or benzylamino groups give more selective substitution, a sulfonated intermediate such as 3[(N-ethyl-N-phenylamino)methyl]benzenesulfonic acid (ethylbenzylanilinesulfonic acid) is the preferred starting material. However, Patent Blue V [354649-0], Cl Acid Blue 3, was made from 3-hydroxybenzaldehyde and two moles of diethyl aniline, followed by sulfonation of the leuco base and oxidation to the dye. FD C Green 2 [5141 -20-8/,... 

A certain amount of phenol, as well as the cresols, is obtained from coal tar (Sec. 12.4). Most of it (probably over 90%) is synthesized. One of the synthetic processes used is the fusion of sodium benzenesulfonate with alkali (Sec. 30.12) another is the Dow process, in which chlorobenzene is allowed to react with aqueous sodium hydroxide at a temperature of about 360°. Like the synthesis of aniline from chlorobenzene (Sec. 22.7), this second reaction involves nucleophilic substitution under conditions that are not generally employed in the laboratory (Sec. 25.4). 

Although sulfonation resembles nitration and halogenation in many respects, there are certain important differences. The two most noticeable of these differences are the reversibility of sulfonation processes and the striking sensitivity of orientation to changes in the reaction temperature. Amino derivatives offer a further complication in that considerable amounts of ortho and para derivatives are often obtained. Thus at low temperatures, aniline gives a mixture of 0, m, and p-amino-benzenesulfonic acid,48 whereas dimethylaniline gives an almost equal... 

Fluoro-4-iodoaniline Aniline, 2-fluoro-4-iodo- (8,9) (29632-74-4) p-Toluenesulfonic acid monohydrate (8) Benzenesulfonic acid, 4-methyl-, monohydrate (9) (6192-52-5)... 

Tropeolin 00 (also called orange IV, aniline yellow, or diphenyl orange) Schultz No. 97. Sodium salt of diphenylaminoazo-p-benzenesulfonic acid,... 

Monosubstituted benzenes are named as derivatives of benzene or by common names such as toluene, benzaldehyde, benzoic acid, benzenesulfonic acid, phenol, and aniline. 

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