111721-75-6 Archives - Page 2 of 2 - Bromides-buliding-blocks

Discovery of 111721-75-6

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Application of 111721-75-6, A common heterocyclic compound, 111721-75-6, name is 2-Bromo-3-fluoroaniline, molecular formula is C6H5BrFN, 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.

To a stirred solution of 2-bromo-3-fluoroaniline (5.00 g, 26.3 mmol) in dry THF (50 mL) at 0 C under nitrogen atmosphere was added pyridine (3.18 mL). Then 3- chloropropanoyl chloride (3.02 mL g, 31.6 mmol) was added in dropwise carefully. Then the reaction mixture was warmed to room temperature and stirred for 16 hours. After that the reaction mixture was concentrated under reduced pressure. The residue obtained was diluted with water (100 mL) and extracted with ethyl acetate (3 x 75 mL). The combined extract was washed with water, brine, dried over Na2S04 and concentrated in vacuo to get compound Xa (crude), which was used for the next step without any further purification. Yield: 6.40 g; -NuMuIota (400 MHz, DMSO-d6): 9.77 (s, 1H), 7.48 – 7.39 (m, 2H), 7.24 – 7.19 (m, 1H), 3.88 (t, = 6.4 Hz, 2H), 2.91 (t, = 6.4 Hz, 2H)

Reference:
Patent; BUGWORKS RESEARCH INDIA PVT LTD; PEER MOHAMED, Shahul Hameed; BHARATHAM, Nagakumar; KATAGIHALLIMATH, Nainesh; SHARMA, Sreevalli; NANDISHAIAH, Radha; RAMACHANDRAN, Vasanthi; VENKATARAMAN, Balasubramanian; (221 pag.)WO2018/225097; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some scientific research about 111721-75-6

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, 111721-75-6, other downstream synthetic routes, hurry up and to see.

A common compound: 111721-75-6, name is 2-Bromo-3-fluoroaniline, 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. 111721-75-6

To a stirred solution of compound Xlla (155 g, 1.15 mmol) in dichloromethane (2 L) at 0 C under nitrogen atmosphere were added pyridine (750 mL, 5 vol) and 2-bromo-3-fluroaniline (218.0 g, 1.15 mmol). The resulting mixture was continued to stir at room temperature for 16 hours. After that the reaction mixture was quenched with water extracted with dichloromethane (2 x 5 L). The combined organic phase was washed with 1.5N HCl solution (2 x 3 L), brine (1 x 2 L), dried over Na2S04 and concentrated in vacuo. The obtained crude product was purified by column chromatography using silica gel (60-120 mesh) eluting with 20% of ethyl acetate in petroleum ether to get compound Xllb. Yield: 240 g, 64.67% (over a two steps); LC-MS Calc. for CnHnBrFN02, 288.12; Obs: 290.0 [M++2H]; NMR (300 MHz, DMSO-d6): delta 9.26 (s, 1H), 7.61-7.59 (d, 1H, J=8.19 Hz), 7.54-7.49 (m,lH), 7.41-7.34 (m, 1H), 7.17- 7.11 (m, 1H), 5.79-5.75 (d, 1H, J=12.33 Hz), 3.97-3.95 (m, 2H), 1.30-1.25 (m, 3H).

The important role of 2-Bromo-3-fluoroaniline

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, 2-Bromo-3-fluoroaniline, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 111721-75-6, name is 2-Bromo-3-fluoroaniline, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 111721-75-6, 111721-75-6

To a solution of 2-bromo-3-fluoroaniline (2.0 g, 11 mmol) in CH2Cl2 (50 mL) was added butyryl chloride (1.3 g, 13 mmol) and pyridine (1.7 g, 21 mmol) at 0 C. The mixture was stirred at room temperature for 24 h. Water (20 mL) was added and the mixture was extracted with CH2Cl2 (50 mL¡Á3). The organic layers were dried anhydrous over Na2SO4 and evaporated under vacuum to give N-(2-bromo-3-fluorophenyl)butyramide (2.0 g, 73%), which was directly used in the next step.

Reference:
Patent; Hadida Ruah, Sara S.; Grootenhuis, Peter D.J.; Van Goor, Frederick; Zhou, Jinglan; Bear, Brian; Miller, Mark T.; McCartney, Jason; Numa, Mehdi Michel Jamel; US2007/244159; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some tips on 111721-75-6

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-3-fluoroaniline, its application will become more common.

111721-75-6,Some common heterocyclic compound, 111721-75-6, name is 2-Bromo-3-fluoroaniline, molecular formula is C6H5BrFN, 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.

Examples 14 and 15 2-({4-[(2,3-Dihydro[l,4]dioxino[2,3-c]pyridin-7- ylmethyl)amino]-l-piperidinyl}methyl)-9-fluoro-l,2-dihydro-4H-pyrrolo[3,2,l- iy]quinolin-4-one hydrochloride, Enantiomers 1 and 2,(a) N-(2-Bromo-3 -fluorophenyl)-3 -phenyl-2-propenamide; To a solution of 2-bromo-3-fiuoroaniline (5.29g, 27.8mmol) in acetone (12ml) was added potassium carbonate (5.75g, 41.8mmol) followed by water (15ml) and the stirred mixture cooled to 00C. Cinnamoyl chloride (4.63g, 27.8mmol) was added portionwise over 15min then the mixture stirred for a further 2h. After this time the reaction mixture was poured onto ice/water and the resulting precipitate collected and dried to yield a white solid (8.Ig). LC-MS: m/z 320/322 (MH)+.

Reference:
Patent; GLAXO GROUP LIMITED; WO2008/3690; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary