Category: 6358-77-6

Adding a certain compound to certain chemical reactions, such as: 6358-77-6, name is 5-Bromo-2-methoxyaniline, belongs to ethers-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 6358-77-6, Safety of 5-Bromo-2-methoxyaniline

Intermediate 20: Step a 4-Bromo-2-isothiocyanato-1-methoxy-benzene A solution of sodium bicarbonate (3.74 g, 44.5 mmol) in water (75 mL) was added to commercially available 5-bromo-2-methoxy-phenylamine (3 g, 14.8 mmol) in chloroform (75 mL). Thiophosgene (1.42 mL, 18.6 mmol) was then added. The biphasic solution was stirred at room temperature for 1 h. The phases were separated and the aqueous phase was extracted with CH2Cl2. The organic phase was dried (Na2SO4), filtered, and concentrated, yielding the crude title compound as an off-white solid.

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Reference:
Patent; JACKSON, Paul Francis; Tounge, Brett Andrew; Leonard, Kristi Anne; Zhang, Yan; Wang, Aihua; Hawkins, Michael; Maharoof, Umar S.M.; Barbay, Joseph Kent; US2012/129842; (2012); A1;,
Ether – Wikipedia,
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Reference of 6358-77-6,Some common heterocyclic compound, 6358-77-6, name is 5-Bromo-2-methoxyaniline, molecular formula is C7H8BrNO, 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.

[00166] Intermediate 10A. (5-Bromo-2-methoxyphenyl)hydrazine: A suspension of 5-bromo-2-methoxyaniline (5.0 g, 25 mmol) in 6 M HC1 (13 mL) was cooled to -10 C and a solution of sodium nitrite (1.77 g, 26.0 mmol) in water (5 mL) was added slowly to keep the temperature below 0 C. After the addition, the reaction was stirred for an additional 20 min at -10 to 0 C. A solution of tin (II) chloride (14.1 g, 74.2 mmol) in cone. HC1 (25 mL) was added slowly, resulting in precipitation. The precipitate was filtered, suspended in 10% NaOH solution, and extracted with ether (3 x). The combined organics were dried over MgS04, filtered and evaporated to give Intermediate 10A (4.1 g, 76%) which was used directly in the next step. LCMS (ESI) m/z 200, 202 (M-NH3+H, M-NH3+2+H)+, RT = 1.01 min (Method A).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromo-2-methoxyaniline, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; L’HEUREUX, Alexandre; HIEBERT, Sheldon; HU, Carol; LAM, Patrick Y.S.; LLOYD, John; PI, Zulan; QIAO, Jennifer X.; THIBEAULT, Carl; TORA, George O.; YANG, Wu; WANG, Yufeng; WANG, Tammy C.; BOWSHER, Michael S.; RUEL, Rejean; WO2014/22343; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 6358-77-6, A common heterocyclic compound, 6358-77-6, name is 5-Bromo-2-methoxyaniline, molecular formula is C7H8BrNO, 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.

A solution of sodium nitrite (1 .78 g, 25.87 mmol) in water (5 mL) was slowly added to a cooled (-10 C) suspension of 5-bromo-2-methoxyaniline (5.0 g, 24.87 mmol) in 6N HCI aq. (13 mL) so as to keep the internal temperature below 0 C. The mixture was stirred for another 20 mm at 0 C, then a solution of stannous chloride dihydrate (14.1 g, 72.1 mmol) in conc. aq. HCI (25 mL) was added slowly. The reaction mixture was stirred an additional 1 .5 h at 0 C. The pH of the reaction mixture was carefully adjusted to -8 with sat. aq. NaHCO3. The mixture was extracted with EtOAc and the combined organic layers were dried over Na2SO4, filtered, and concentrated. The resulting residue was purified by trituration with pentane to give the title compound. MS (ESl+) m/z 217.0 (M(79Br)+H).

The synthetic route of 6358-77-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; ADAMS, Christopher; EHARA, Takeru; (134 pag.)WO2017/103888; (2017); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 6358-77-6, These common heterocyclic compound, 6358-77-6, name is 5-Bromo-2-methoxyaniline, 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.

A solution of sodium bicarbonate (3.74 g, 44.5 mmol) in water (75 mL) was added to commercially available 5-bromo-2-methoxy-phenylamine (3 g, 14.8 mmol) in chloroform (75 mL). Thiophosgene (1.42 mL, 18.6 mmol) was then added. The biphasic solution was stirred at room temperature for 1 h. The phases were separated and the aqueous phase was extracted with CH2Cl2. The organic phase was dried (Na2SO4), filtered, and concentrated, yielding the crude title compound as an off-white solid.

The synthetic route of 6358-77-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WANG, Aihua; Zhang, Yan; Leonard, Kristi Anne; Hawkins, Michael; Tounge, Brett Andrew; Maharoof, Umar S.M.; Barbay, Joseph Kent; US2012/129811; (2012); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Adding a certain compound to certain chemical reactions, such as: 6358-77-6, name is 5-Bromo-2-methoxyaniline, belongs to ethers-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 6358-77-6, Recommanded Product: 5-Bromo-2-methoxyaniline

a) 4-bromo-2-isocvanato-1 -methoxybenzene5-bromo-2-methoxyaniline (11.4 g, 56.4 mmols) was dissolved in dioxane (115 mL) and a solution of trichloromethyl chloroformate (3.4 mL) in the same solvent (30 mL) was added dropwise. It was stirred at 6O0C for 18 hours. It was concentrated in vacuo and diethyl ether was added. The solid precipitated was filtered off and the mother liquors were concentrated in vacuo to give the title compound (13 g).

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, 5-Bromo-2-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ALMIRALL PRODESFARMA, SA; WO2006/133802; (2006); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem