4-Chloro-3-nitro aniline

ANILINE, p-ARSENOSO-N,N-BIS(2-HYDROXYETHYL)- see ARJ770 ANILINE, p-ARSENOSO-N,N-DIETHYL- see ARJ800 ANILINE, p-ARSENOSO-, DIHYDRATE see ALVIOO p-ANILINEARSONIC ACID see ARA250 ANILINE CHLORIDE see BBLOOO ANILINE, P-CHLORO-, HYDROCHLORIDE see CJR200 ANILINE, 4-CHLORO-3-NITRO- see CJA185 ANILINE, P-DICHLOROARSINO-,... 

Important analogs of aniline include the toluidines, xyUdines, anisidines, phenetidines, and its chloro-, nitro-. A/-acetyl. A/-alkyl. A/-aryl. A/-acyl, and sulfonic acid derivatives. 

Aniline and Substituted Anilines. Methyl, chloro, nitro, methoxyl, ethoxyl, phe-noxyl, hydroxyl, carboxyl, carbalkoxyl, carbonamide, and sulfonic acid groups are primarily used as substituents. 

The dark brown in situ catalyst solution was successfully applied for the hydrogenation of other aromatic nitro compounds too (Table III). The formation of aniline as the main product from p-chloro nitro-... 

Dipolar compounds such as those with chloro, nitro, and nitrile substituents are more strongly retained on qrano columns, compared to amino or diol [14]. Also, qranopropyl silica can exhibit acidic or basic character, depending on the mobile phase used. It was shown that a complete reversal of elution order was obtained for phenol and aniline when MTBE and chloroform were used as the mobile phases, because phenol eluted first in the MTBE solvent and second in the chloroform solvent [9]. 

OINITROTOtJUENE 2-CHLORO-4-NITROANIUNE 4>N1TR001PHENYLAM1NE PHENOLPHTHALEIN THYMOLPHTHALEIN 4-CHL0R0-2-NITR0 ANILINE p-NITRO-p-AMINOAZOBENZENE... 

Several examples of nucleophilic displacement of nitro-activated leaving groups have been recorded. 5,6-Dinitrobenzofuroxan with aniline and p-bromoandine gives the corresponding substitution product (50). Azide ion displaces chloride from both 5-chloro-4-nitro- and 4-chloro-7-nitrobenzofuroxan (51 and 52) the product from the former loses nitrogen spontaneously to give furoxanobenzo-furoxan (benzobisfuroxan, 17), which is also formed, although in poor... 

In spite of the potential complexity of the general problem, even when restricted to the reagent family of amines, the nucleophilicities of such series as meta- and pom-substituted pyridines and anilines appear to correlate very closely with the expected substituent effects and with the basicities. This has been verified in the following cases (i) The reaction of pyridines (R = H, m- andp-CHs) with 2-chloro-3-nitro-, 2-chloro-5-nitro-, and 4-chloro-3-nitro-pyridines. ... 

It is prepd by the action of methylamine on 4-chloro-l-nitrobenzene (Ref 5) by the action of methyl iodide (Ref 6), or methyl sulfate on 4-nit roaniline (Ref 7) or by the hydrolysis of 4-nitro-N-methylformanilide with hot coned aq HC1 (Ref 8). In a study of the effect of nitric acid concn on the prods of the nitration of N,N-dimethylaniline to form Tetryl, it was isolated in low yield by the action of nitric acid, d 1.046g/cc, plus Na nitrite on N,N-dimethylaniline (Ref 10). A eutectic mixt with N-ethyl-4-nitroaniline has been patented as a stabilizer for NC (Ref 12). Studies at NPF indicate that 4-nitro-N-methyl-aniline is superior to Centralite, 2-nitrodiphenyl-amine, or Acardite in stabilizing. NC Refs 1) Beil 12, 586, (295) 1125 ... 

RATE COEFFICIENTS ANILINE IN H2S04 FOR NITRATION AND D2S04 AT AT 25 °C OF THE SAME 4-nitro- and 2- COMPOSITION IN CHLORO-4-NITRO-MOLE% WATER48... 

The log rate versus acid strength curve for the latter compound is of the exact form expected for reactions of the free base, whilst that of the former compound is intermediate between this form and that obtained for the nitration of aniline and phenyltrimethylammonium ion, i.e. compounds which react as positive species. That these compounds react mainly or entirely via the free base is also indicated by the comparison of the rate coefficients in Table 8 with those in Table 5, from which it can be seen that the nitro substituent here only deactivates weakly, whilst the chloro substitutent appears to activate. In addition, both compounds show a solvent isotope effect (Table 9), the rate coefficients being lower for the deuterium-containing media, as expected since the free base concentration will be lower in these. 

Acridine and compounds Aniline and compounds Benzanthrone and compounds Benzidine and compounds Chloro compounds Naphthalene and compounds Naphthylamines Nitro compounds... 

The synthesis of nitro dyes is relatively simple, a feature which accounts to a certain extent for their low cost. The synthesis, illustrated in Scheme 6.5 for compounds 140 and 141, generally involves a nucleophilic substitution reaction between an aromatic amine and a chloronitroaromatic compound. The synthesis of C. I. Disperse Yellow 14 (140) involves the reaction of aniline with l-chloro-2,4-dinitroaniline while compound 141 is prepared by reacting aniline (2 mol) with compound 144 (1 mol). 

Various mixed tridentate ligands with P,N,0/S/N donor sets have been explored in Ni11 chemistry. For example, condensation of 2-(diphenylphosphino)aniline with substituted (5-chloro-, 5-nitro, 5-bromo-, 5-methoxy-, and 3-methoxy-) salicylaldehydes yields (253).697 The deprotonated ligand coordinates through its P,N,0 donor set in a square planar geometry with some distortion, which is probably due to the bulk of the phosphine group and to the bite angle of the P,N chelate. 

To get a complex set of substituents by direct derivatization of benzotriazole is not feasible. In such situations, it is better to have all the substituents in place first and later construct the heterocyclic ring. High reactivity of anilines and their well-developed chemistry makes them good stating materials. In an example shown in Scheme 215, acetanilide 1288 is nitrated to afford nitro derivative 1289 in 73% yield. Catalytic reduction of the nitro group provides methyl 4-acetylamino-3-amino-5-chloro-2-methoxybenzoate 1290 in 96% yield. Nitrosation of compound 1290 in diluted sulfuric acid leads to intermediate 1291, which without separation is heated to be converted to 7-chloro-4-methoxy-l//-benzotriazole-5-carboxylic acid 1292, isolated in 64% yield <2002CPB941>. 

Many of the reactions of A-chloro- and A-bromo-imides are extremely violent or explosive. Those observed include A-chlorosuccinimide with aliphatic alcohols or benzylamine or hydrazine hydrate A-bromosuccimmidc with aniline, diallyl sulfide, or hydrazine hydrate or 3-nitro-A-bromophthalimide with tetrahydrofur-furyl alcohol l,3-dichloro-5,5-dimethyl-2,4-imidazolidindione with xylene (violent explosion). Individually indexed compounds are ... 

It is assumed that an excited state charge transfer complex is formed between the nitroaromatic in its first triplet state and the respective substrate. Internal proton transfer is immediately followed by hberation of carbon dioxide. Finally hydrolysis of the hemiacetal Ar —X—CH2OH (X = NH or S) leads to 2-chloro-aniline or thiophenol, respectively. In the decarboxylation of a-phenylthio-acetic acid, some methyl-phenylsulfide is also formed. (7t,7r )-nitroaromatics are more reactive than nitro compounds with lowest (n,7t )-triplets iso). 

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