2-nitro-6-{[4-(trifluoromethoxy)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1,3]thiazine 8,8-dioxide

Base Information

• Chemical Name: 2-nitro-6-{[4-(trifluoromethoxy)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1,3]thiazine 8,8-dioxide
• CAS No.: 1100749-94-7
• Molecular Formula: C₁₄H₁₂F₃N₃O₆S
• Molecular Weight: 407.327

Synonyms:2-nitro-6-{[4-(trifluoromethoxy)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1,3]thiazine 8,8-dioxide

Chemical Property of 2-nitro-6-{[4-(trifluoromethoxy)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1,3]thiazine 8,8-dioxide

Chemical Property:

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Technology Process of 2-nitro-6-{[4-(trifluoromethoxy)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1,3]thiazine 8,8-dioxide

There total 3 articles about 2-nitro-6-{[4-(trifluoromethoxy)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1,3]thiazine 8,8-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: 75.0%

2-nitro-6-{[4-(trifluoromethoxy)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1,3]thiazine (1100749-90-3) → 2-nitro-6-{[4-(trifluoromethoxy)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1,3]thiazine 8,8-dioxide (1100749-94-7) + 2-nitro-6-{[4-(trifluoromethoxy)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1,3]thiazine 8-oxide + 2-nitro-6-{[4-(trifluoromethoxy)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1,3]thiazine 8-oxide

Guidance literature:

With disodium hydrogenphosphate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -10 - 20 ℃; for 19h;

DOI:10.1016/j.bmcl.2017.10.067

Reference yield: 73.0%

2-nitro-6-{[4-(trifluoromethoxy)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1,3]thiazine (1100749-90-3) → 2-nitro-6-{[4-(trifluoromethoxy)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1,3]thiazine 8,8-dioxide (1100749-94-7)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 72h;

DOI:10.1021/jm801087e

Reference yield:

2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]thiazin-6-ol (1100750-12-6) + 4-trifluoromethoxybenzyl bromide (50824-05-0) → 2-nitro-6-{[4-(trifluoromethoxy)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1,3]thiazine 8,8-dioxide (1100749-94-7) + 2-nitro-6-{[4-(trifluoromethoxy)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1,3]thiazine 8-oxide

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2.67 h / 20 °C / Inert atmosphere; Sealed tube

2: 3-chloro-benzenecarboperoxoic acid; disodium hydrogenphosphate / dichloromethane / 19 h / -10 - 20 °C

With disodium hydrogenphosphate; sodium hydride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1016/j.bmcl.2017.10.067

upstream raw materials:

2-nitro-6-{[4-(trifluoromethoxy)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1,3]thiazine

2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]thiazin-6-ol

4-trifluoromethoxybenzyl bromide

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