Category: 53484-26-7

Macmillan, Wm. Geo. published the artcileFormation of N-nitrosoamines from tertiary amines. I. Conversion of derivatives of dimethylaniline by nitrous acid into the corresponding nitrosoamines and monomethylanilines, HPLC of Formula: 53484-26-7, the publication is Journal of the Chemical Society (1929), 2803-7, database is CAplus.

Abnormal reactions between HNO₂ and tert. aromatic amines occur, leading to the formation of nuclear NO₂ compounds by loss of H or halogens and N-nitrosoamines by loss of an alkyl group. With O₂NC₆H₄NMe₂, both types of reaction occur, the 2nd predominating at room temperature but often being accompanied by the 1st if the temperature is allowed to rise. 3-O₂NC₆H₄NMe₂ (10 g.), 30 cc. HCl and 70 cc. H₂O and 25 cc. of 50% NaNO₂ give 37% of the nitrosamine, 4 g. 3,4-(O₂N)₂C₆H₃NMe₂ and 0.5 g. of the 3,6-di-NO₂ derivative The 4-O₂NC₆H₄NMe₂ gives 46% of the nitrosamine, increased to 75% by the use of 4 times the HNO₂. 3,6-(O₂N)₂C₆H₄NMe₂ gives 73% of 3,6-dinitrophenyl-methylnitrosamine, orange, m. 128°. 4,3-Br(O₂N)C₆H₃NMe₂ gives 57% of 4-bromo-3-nitrophenylmethylnitrosamine, yellow, m. 78°, and a small amount of 3,4,6-Br(O₂N)₂C₆H₂-NMe₂. 4,2-Br(O₂N)C₆H₃NMe₂ gives 80% of the corresponding nitrosamine, m. 73°. Hydrolysis with CO(NH₂)₂ and H₂SO₄ gives the corresponding monomethylanilines: 3,6-di-NO₂, red, m. 163°; 4-bromo-3-nitro, claret, m. 81°; 4-bromo-2-nitro, orange, m. 103°; 4-bromo-2,6-dinitro, yellow, m. 106°.

Journal of the Chemical Society published new progress about 53484-26-7. 53484-26-7 belongs to bromides-buliding-blocks, auxiliary class Bromide,Nitro Compound,Amine,Benzene, name is 4-Bromo-N-methyl-2-nitroaniline, and the molecular formula is C7H7BrN2O2, HPLC of Formula: 53484-26-7.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Seth, Punit P. published the artcileEfficient solution phase synthesis of 2-(N-acylamino)benzimidazoles, Synthetic Route of 53484-26-7, the publication is Tetrahedron Letters (2002), 43(41), 7303-7306, database is CAplus.

An efficient solution phase protocol for the synthesis of 2-(N-acylamino)benzimidazoles is reported. The 2-(N-acylamino)benzimidazole ring system was assembled using S_NAr reactions, nitro group reduction, acylthiourea formation and cyclization with EDC. The acyl protected 2-aminobenzimidazole derivatives were obtained in high yield and purity without purification of intermediates or final products. This reaction sequence eliminates the use of highly toxic cyanogen bromide, a reagent commonly used to prepare the 2-aminobenzimidazole ring system.

Tetrahedron Letters published new progress about 53484-26-7. 53484-26-7 belongs to bromides-buliding-blocks, auxiliary class Bromide,Nitro Compound,Amine,Benzene, name is 4-Bromo-N-methyl-2-nitroaniline, and the molecular formula is C12H10O4S, Synthetic Route of 53484-26-7.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Grenz, David C. published the artcileSpiroconjugated Tetraaminospirenes as Donors in Color-Tunable Charge-Transfer Emitters with Donor-Acceptor Structure, Recommanded Product: 4-Bromo-N-methyl-2-nitroaniline, the publication is Chemistry – A European Journal (2022), 28(6), e202104150, database is CAplus and MEDLINE.

Charge-transfer emitters are attractive due to their color tunability and potentially high photoluminescence quantum yields (PLQYs). Herein, the authors present tetraaminospirenes as donor moieties, which, in combination with a variety of acceptors, furnished 12 charge-transfer emitters with a range of emission colors and PLQYs of up to 99%. The spatial separation of their frontier MOs was obtained through careful structural design, and two donor-acceptor structures were confirmed by X-ray crystallog. A range of photophys. measurements supported by DFT calculations shed light on the optoelectronic properties of this new family of spiro-NN-donor-acceptor dyes.

Chemistry – A European Journal published new progress about 53484-26-7. 53484-26-7 belongs to bromides-buliding-blocks, auxiliary class Bromide,Nitro Compound,Amine,Benzene, name is 4-Bromo-N-methyl-2-nitroaniline, and the molecular formula is C7H7BrN2O2, Recommanded Product: 4-Bromo-N-methyl-2-nitroaniline.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Farahat, Abdelbasset A. published the artcileExploration of larger central ring linkers in furamidine analogues: Synthesis and evaluation of their DNA binding, antiparasitic and fluorescence properties, Recommanded Product: 4-Bromo-N-methyl-2-nitroaniline, the publication is Bioorganic & Medicinal Chemistry (2011), 19(7), 2156-2167, database is CAplus and MEDLINE.

The effects of replacing the central furan ring of furamidine with indole and benzimidazole on their DNA binding affinity, antiparasitic activity and fluorescence are reported. The bis-cyanophenylindoles required to make the corresponding amidines were prepared by sequential Stille and/or Suzuki coupling reactions. The bis-cyanophenylbenzimidazoles were obtained by coupling 4-cyanobenzaldehydes with the appropriate cyano substituted phenylenediamine. The bis-nitriles were converted to the diamidines by reaction with LiN[Si(CH₃)₃]₂ or by Pinner methodol. Specifically, we have prepared new series of 2,6- and 2,5-diaryl indoles (6a,b, 12 and 17a-d) and the related benzimidazoles (24, 30 and 35). The new compounds bind in the DNA minor groove in DNA AT base pair sequences and eight of the ten new analogs exhibit ΔT _m values comparable to or higher than that of furamidine. Six of ten of the new compounds exhibit lower IC₅₀ values against Trypanosoma brucei rhodesiense (T. b. r.) and eight of ten exhibit lower IC₅₀ values against Plasmodium falciparum (P. f.) than furamidine. Four of the ten show greater efficacy than furamidine in the rigorous T. b. r. STIB900 mouse model for African trypanosomiasis. Generally, the fluorescence properties of the new analogs are similar to that of DAPI.

Bioorganic & Medicinal Chemistry published new progress about 53484-26-7. 53484-26-7 belongs to bromides-buliding-blocks, auxiliary class Bromide,Nitro Compound,Amine,Benzene, name is 4-Bromo-N-methyl-2-nitroaniline, and the molecular formula is C7H7BrN2O2, Recommanded Product: 4-Bromo-N-methyl-2-nitroaniline.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Wang, Ya-zhen published the artcileSynthesis of 5-bromo-1-methyl-2-phenyl-1H-benzimidazole, Safety of 4-Bromo-N-methyl-2-nitroaniline, the publication is Huaxue Yanjiu Yu Yingyong (2015), 27(11), 1721-1725, database is CAplus.

5-Bromo-1-methyl-2-phenyl-1H-benzimidazole was intermediate to prepare anti-cancer pharmaceuticals, and organic electroluminescence devices. The key intermediate N-(4-bromo-2-nitrophenyl)-N-methylbenzamide was prepared using N-methyl-2-nitroaniline as starting material which was consisted of benzene ring bromination, N-benzoylation reaction, following with reaction of nitroredn. and closed ring reaction of intramolecularly dehydration. The target product 5-bromo-1-methyl-2-phenyl-1H-benzimidazole (I) was synthesized in excellent yield. The chem. structures were characterized by ¹H-NMR, ¹³C-NMR and IR, and purity was determined by HPLC.

Huaxue Yanjiu Yu Yingyong published new progress about 53484-26-7. 53484-26-7 belongs to bromides-buliding-blocks, auxiliary class Bromide,Nitro Compound,Amine,Benzene, name is 4-Bromo-N-methyl-2-nitroaniline, and the molecular formula is C9H6BrNO, Safety of 4-Bromo-N-methyl-2-nitroaniline.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Moritz, A. G. published the artcileHydrogen bonding in N-(2-hydroxybenzyl)aniline, Computed Properties of 53484-26-7, the publication is Spectrochimica Acta (1959), 242-8, database is CAplus.

The O-H and N-H stretching frequencies (3200 to 3600 cm.^-1) of a number of N-benzylanilines and N-(2-hydroxybenzyl)anilines were measured in dilute CCl₄ solution and attempts made to relate the observed spectra to the known effects of substituents. The results indicate that rotational isomerism probably occurs in the N-benzylanilines and that the intramol. H bond in the N-(2-hydroxybenzyl)aniline is responsible for a change in hybridization on the N atom.

Spectrochimica Acta published new progress about 53484-26-7. 53484-26-7 belongs to bromides-buliding-blocks, auxiliary class Bromide,Nitro Compound,Amine,Benzene, name is 4-Bromo-N-methyl-2-nitroaniline, and the molecular formula is C7H7BrN2O2, Computed Properties of 53484-26-7.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Phillips, Montague A. published the artcileAction of hydrobromic acid on certain arsonic acids, Name: 4-Bromo-N-methyl-2-nitroaniline, the publication is Journal of the Chemical Society (1930), 2400-1, database is CAplus.

Boiling the following benzenearsonic acids with 3-4 times their weight of HBr (d. 1.445) gives the following products: 3,4-O₂N(H₂N), 4,2-Br-(O₂N)C₆H₃NH₂ (97%); 4,3-O₂N(H₂N), 5,2-Br(O₂N)C₆H₃NH₂ (96%); 3,4-O₂N(MeNH), 4,2-Br(O₂N)C₆H₃NHMe (92%); 4-nitro-3-methylamino, yellow plates, 5,2-Br(O₂N)C₆H₃NHMe (80%); 3,4-O₂N(HO), mixture of polybrominated nitrophenols, from which 20% of 2,4,6-Br₂(O₂N)C₆H₂OH was isolated; 3,4-H₂N(HO), 4,2-Br(H₂N)C₆H₃OH (about 20%); 3,4-AcNH(HO), the same product as before; 4,3,5-H₂N(O₂N)2, 4,2,6-Br(O₂N)₂C₆H₂NH₂ (96%). No decompn, occurred with the 6,3-O₂N(H₂N) derivative The 4,3-O₂N(HO) and 2,3-O₂N(HO) derivatives gave mixtures which could not be separated

Journal of the Chemical Society published new progress about 53484-26-7. 53484-26-7 belongs to bromides-buliding-blocks, auxiliary class Bromide,Nitro Compound,Amine,Benzene, name is 4-Bromo-N-methyl-2-nitroaniline, and the molecular formula is C7H7BrN2O2, Name: 4-Bromo-N-methyl-2-nitroaniline.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Badr, M. Z. A. published the artcileMolecular rearrangements, part 33, photolysis and thermolysis of arylnitramines, Synthetic Route of 53484-26-7, the publication is Journal of Photochemistry and Photobiology, A: Chemistry (2004), 162(1), 163-170, database is CAplus.

UV irradiation of arylnitramines in 2,6-di-tert-butylphenol results in the transfer of the nitro group intermolecularly to produce the corresponding 4-nitrophenol together with nitroanilines in addition to oxidation products, diphenoquinone and the diphenolic compounds Thermolysis of arylnitramines or N-alkylarylnitramines at controlled temperatures either alone or in phenolic solvent, produce the corresponding p- and/or o-nitroanilines together with 4-nitrophenol, diphenoquinone and diphenol in addition to crystals of their dimeric product quinhydrone. No dimerization products of the arylamino radicals are detected. However, evolution of nitrogen, nitrogen dioxide and water drops are detected. Thermolysis of primary arylnitramines in β-naphthol results in separation of free radicals substitution product, 1-arylazo-2-naphthols as major products with evolution of nitrogen dioxide. However, such rearrangement products are not produced with secondary N-alkylarylnitramines. Other products of homolytic substitution of halogen by nitro group are identified.

Journal of Photochemistry and Photobiology, A: Chemistry published new progress about 53484-26-7. 53484-26-7 belongs to bromides-buliding-blocks, auxiliary class Bromide,Nitro Compound,Amine,Benzene, name is 4-Bromo-N-methyl-2-nitroaniline, and the molecular formula is C7H7BrN2O2, Synthetic Route of 53484-26-7.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Zhang, Yuxian published the artcileSynthesis of Nitrated N-Alkyl Anilines Using N-Nitroso Anilines as a Self-Providing Nitro Group Source, SDS of cas: 53484-26-7, the publication is Asian Journal of Organic Chemistry (2019), 8(12), 2205-2208, database is CAplus.

In the presence of dioxygen, an efficient synthesis of nitrated N-alkyl anilines was realized using N-nitroso anilines as the starting material. According to the mechanistic study, the N-nitroso anilines served as a self-providing nitro group source to promote the direct nitration of N-alkylanilines, avoiding the undesired protection of amine group.

Asian Journal of Organic Chemistry published new progress about 53484-26-7. 53484-26-7 belongs to bromides-buliding-blocks, auxiliary class Bromide,Nitro Compound,Amine,Benzene, name is 4-Bromo-N-methyl-2-nitroaniline, and the molecular formula is C9H6FNO2, SDS of cas: 53484-26-7.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary

Uslu, Azize Gizem published the artcileBenzimidazole derivatives as potent and isoform selective tumor-associated carbonic anhydrase IX/XII inhibitors, Recommanded Product: 4-Bromo-N-methyl-2-nitroaniline, the publication is Bioorganic Chemistry (2020), 103544, database is CAplus and MEDLINE.

We describe the synthesis of a series of 2-arylbenzimidazole derivatives bearing sulfonamide functionality (4a-d, 7a-c and 10) as well as hydroxamic acid (15a-b), carboxylic acid (16a-b), carboxamide (17a-b) and boronic acid (22a-b and 26) functionalities, which act as human carbonic anhydrase (hCA, EC 4.2.1.1) inhibitors. The newly synthesized benzimidazole derivatives were evaluated against 4 physiol. relevant CA isoforms (hCA I, II, IX, and XII), and especially the sulfonamide-containing benzimidazoles demonstrated intriguing inhibitory activity against tumor associated CA IX and XII with K_I values in the range of 5.2-29.3 nM and 9.9-41.7 nM, resp. Notably, compound 4c was the most potent and selective CA IX (K_I = 6.6 nM) and XII (K_I = 9.9 nM) inhibitor with a significant selectivity ratio over cytosolic CA I and II isoforms in the range of 3.4-25.2. In addition, compounds having hydroxamic acid (15a-b) or carboxylic acid (16a-b) functionalities resulted in greater selectivity ratios for CA IX/XII over CAI/II in the range of 4.1-121.5 although with K_I values in lower micromolar potency (K_Is = 0.36-0.85μM for CA IX/XII).

Bioorganic Chemistry published new progress about 53484-26-7. 53484-26-7 belongs to bromides-buliding-blocks, auxiliary class Bromide,Nitro Compound,Amine,Benzene, name is 4-Bromo-N-methyl-2-nitroaniline, and the molecular formula is C7H6Cl2, Recommanded Product: 4-Bromo-N-methyl-2-nitroaniline.

Referemce:
https://en.wikipedia.org/wiki/Bromide,
bromide – Wiktionary