Category: 3638-73-1

A common compound: 3638-73-1, name is 2,5-Dibromoaniline, belongs to bromides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 3638-73-1

General procedure: To a mixture of 2-naphthol (1 mmol), aniline derivatives(1 mmol) and Kojic aldehyde (1 mmol) was added nanoFe3O4(at)SiO2-boric acid (15 mg). The mixture was stirredat 40 C under solvent free condition in an oil bath and thecompletion of reaction was monitored by TLC (EtOAc / nhexane:1:4). After completion of the reaction, the mixturewas cooled to room temperature, ethanol (2 mL) was added,and themixture was stirred for 10 min. The catalyst was separatedout using an external magnet and the obtained solid wascollected by filtration and purified by recrystallization from(EtOH/acetone, 4:1) or was subjected to silica gel preparativelayer chromatography (EtOAc/n-hexane, 1:5) to give pyran asa pure solid. The recovered catalyst was washed with EtOH,dried and reused for the next run. The catalyst was recoveredand reused for five times without any significant changes inthe yield and the reaction time.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3638-73-1, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Teimuri-Mofrad, Reza; Gholamhosseini-Nazari, Mahdi; Esmati, Somayeh; Shahrisa, Aziz; Journal of Chemical Sciences; vol. 129; 9; (2017); p. 1449 – 1459;,
Bromide – Wikipedia,
bromide – Wiktionary

3638-73-1, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 3638-73-1 as follows.

1000mL 4 neckround bottom flask was charged with 2,5-dibromoaniline (2,5-Dibormoaniline)40 g (0.16 mole) and Pd (PPh3)47.4 g (0.006 mole) of potassium carbonate and 88.1 g (0.64 mole) and phenylboronic into the acid 46.6 g (0.0.38 mole), 320mL of toluene put, 160 mL ethanol, 120 mL water was refluxed for 12 hours. To complete the reaction, and the organic layerwas separated and the water layer was extracted twice with 100 mL toluene. Formed organic layer was concentrated underreduced pressure and recrystallized from methanol and 1a(30 g, 76.7%) was obtained.

According to the analysis of related databases, 2,5-Dibromoaniline, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SFC CO., LTD.; KIM, JEONG SOO; RYU, YEON KWON; KO, SANG WON; LEE, SU JIN; KIM, JI HWAN; PARK, JIN JOO; (44 pag.)KR2015/129486; (2015); A;,
Bromide – Wikipedia,
bromide – Wiktionary

The chemical industry reduces the impact on the environment during synthesis 3638-73-1, name is 2,5-Dibromoaniline, I believe this compound will play a more active role in future production and life. 3638-73-1

3.1) In a 5 L three-necked flask, 836 g of compound III, 1500 mL of ethyl acetate and 900 mL of acetic anhydride were added and stirred for 10 min to obtain a mixture E; 3.2) Add 400 mL of triethylamine to vessel C where mixture E is located. Reflux at 70 C for 2 h to obtain a mixture F; 3.3) After filtering the mixture F, washing with ice ethanol, adjusting the pH to 8-10 with sodium hydroxide solution, and performing an ice bath; 3.4) The product precipitated after the ice bath in step 3.3) is filtered and washed with ice ethanol. Obtaining 2-acetamido-p-dibromobenzene, ie, compound 897.98 g (yield 92%);

The chemical industry reduces the impact on the environment during synthesis 3638-73-1. I believe this compound will play a more active role in future production and life.

Reference:
Bromide – Wikipedia,
bromide – Wiktionary

3638-73-1, These common heterocyclic compound, 3638-73-1, name is 2,5-Dibromoaniline, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

2,5- dibromo aniline (compound 1, 7.53 g, 30 mmol), Chloral monohydrate (5.95 g, 36 mmol), hydroxy amine – hydrogen chloride (3.13 g, 45 mmol) and sodium sulfate (30.0 g) were added into a mixed solvent of water (100 mL) & ethanol (100 mL). These mixture was heated-refluxed for 12 hours at 80C. Thereafter, ethanol was removed under reduced pressure, concentrated, and when poured into crushed ice, a white solid was precipitated. As it is, allowed to stand for 3 hours at 0C, then the precipitated white solid was recovered by filtration, and dried in air to obtain 8.28 g (86%) of 2,5- dibromo isonitroso acetoanilide (compound 2). Subsequently, this compound 2 was heated for 15 mins at 100C in 86% sulfuric aicd (80 mL), to proceed the cyclization reaction, and the color of the reaction product changes to dark red. Here the resulting product was poured into crushed ice and 4.96 g (63%) of 3,6- dibromo isatin (compound 3) was precipitated as light orange crystals. Then, the produced compound 3 was done hydrolysis under basic conditions by adding hydrogen peroxide and 3.79 g (79%) of 3,6- dibromo Anthranilic Acid (compound 4) was obtained as Dull white crystals. Finally, compound 4 was done diazotization under the existence of nonproton, and by doing this, it is possible to change to 1,4- dibromo- 2,3- diiodo benzene (compound 5). Hexane as eluent, by silica gel column chromatography or by distillation under reduced pressure, compound 5 was obtained as white crystals with yield 35% (2.19 g).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 3638-73-1.

Reference:
Patent; ADEKA Corporation; Nishihara, Yasushi; Chang, Ning Huei; Iwasaki, Masayuki; (22 pag.)JP6132656; (2017); B2;,
Bromide – Wikipedia,
bromide – Wiktionary