4-cyclopropyl-7-(3-methoxyphenoxy)-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-1,1-dioxide

Base Information

• Chemical Name: 4-cyclopropyl-7-(3-methoxyphenoxy)-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-1,1-dioxide
• CAS No.: 1314805-66-7
• Molecular Formula: C₁₇H₁₈N₂O₄S
• Molecular Weight: 346.407
• Mol file: 1314805-66-7.mol

Synonyms:4-cyclopropyl-7-(3-methoxyphenoxy)-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-1,1-dioxide

Chemical Property of 4-cyclopropyl-7-(3-methoxyphenoxy)-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-1,1-dioxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-cyclopropyl-7-(3-methoxyphenoxy)-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-1,1-dioxide

There total 13 articles about 4-cyclopropyl-7-(3-methoxyphenoxy)-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-1,1-dioxide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 47.0%

4-cyclopropyl-7-hydroxy-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-1,1-dioxide (1204575-09-6) + 3-methoxyphenylboronic acid (10365-98-7,1107579-37-2) → 4-cyclopropyl-7-(3-methoxyphenoxy)-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-1,1-dioxide (1314805-66-7)

Guidance literature:

With pyridine; copper diacetate; In dichloromethane; at 20 - 40 ℃; for 5h; Molecular sieve; Inert atmosphere;

DOI:10.1016/j.bmcl.2019.03.027

Reference yield: 37.0%

tert-butyl 4-cyclopropyl-7-(3-methoxyphenoxy)-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-2-carboxylate 1,1-dioxide → 4-cyclopropyl-7-(3-methoxyphenoxy)-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-1,1-dioxide (1314805-66-7)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; water; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2020.151635

Reference yield:

5-bromo-2-fluoroaniline (2924-09-6) → 4-cyclopropyl-7-(3-methoxyphenoxy)-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-1,1-dioxide (1314805-66-7)

Guidance literature:

Multi-step reaction with 10 steps

1.1: hydrogenchloride; sodium nitrite; water / 0 °C

1.2: 2 h / 0 - 20 °C

2.1: ammonium hydroxide / tetrahydrofuran / 2 h / 0 - 20 °C

3.1: 1,4-dioxane / 24 h / 100 °C / Inert atmosphere

4.1: 18 h / 100 °C

5.1: sodium tetrahydroborate / isopropyl alcohol / 0.17 h / 50 °C

6.1: dmap / dichloromethane / 24 h / 0 - 20 °C

7.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 20 - 100 °C

8.1: acetic acid; dihydrogen peroxide / tetrahydrofuran / 0 - 20 °C

9.1: pyridine; copper diacetate / dichloromethane / 6 h / 40 °C / Molecular sieve

10.1: hydrogenchloride / 1,4-dioxane; water / 2 h / 20 °C

With pyridine; hydrogenchloride; dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; ammonium hydroxide; sodium tetrahydroborate; water; dihydrogen peroxide; copper diacetate; acetic acid; sodium nitrite; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; isopropyl alcohol;

DOI:10.1016/j.tetlet.2020.151635

upstream raw materials:

4-cyclopropyl-7-hydroxy-3,4-dihydro-2H-benzo[e][1,2,4]thiadiazine-1,1-dioxide

3-methoxyphenylboronic acid

4-methoxy-aniline

7-methoxy-3-oxo-3,4-dihydro-2H-1,2,4-benzothiadiazine 1,1-dioxide