N-[9-bromo-1'-(4-methoxybenzyl)-2H-spiro(benzo[e]pyrimido[1,2-c][1,3]thiazine-3,4'-piperidin)-6(4H)-ylidene]-1-(4-methoxyphenyl)methanamine

Base Information

• Chemical Name: N-[9-bromo-1'-(4-methoxybenzyl)-2H-spiro(benzo[e]pyrimido[1,2-c][1,3]thiazine-3,4'-piperidin)-6(4H)-ylidene]-1-(4-methoxyphenyl)methanamine
• CAS No.: 1428649-07-3
• Molecular Formula: C₃₁H₃₃BrN₄O₂S
• Molecular Weight: 605.599
• Mol file: 1428649-07-3.mol

Synonyms:N-[9-bromo-1'-(4-methoxybenzyl)-2H-spiro(benzo[e]pyrimido[1,2-c][1,3]thiazine-3,4'-piperidin)-6(4H)-ylidene]-1-(4-methoxyphenyl)methanamine

Chemical Property of N-[9-bromo-1'-(4-methoxybenzyl)-2H-spiro(benzo[e]pyrimido[1,2-c][1,3]thiazine-3,4'-piperidin)-6(4H)-ylidene]-1-(4-methoxyphenyl)methanamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[9-bromo-1'-(4-methoxybenzyl)-2H-spiro(benzo[e]pyrimido[1,2-c][1,3]thiazine-3,4'-piperidin)-6(4H)-ylidene]-1-(4-methoxyphenyl)methanamine

There total 1 articles about N-[9-bromo-1'-(4-methoxybenzyl)-2H-spiro(benzo[e]pyrimido[1,2-c][1,3]thiazine-3,4'-piperidin)-6(4H)-ylidene]-1-(4-methoxyphenyl)methanamine 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: 81.0%

9-bromo-1'-(4-methoxybenzyl)-2H-spiro[benzo[e]pyrimido[1,2-c][1,3]thiazine-3,4'-piperidin]-6(4H)-imine (1403578-92-6) + p-Methoxybenzyl bromide (2746-25-0) → N-[9-bromo-1'-(4-methoxybenzyl)-2H-spiro(benzo[e]pyrimido[1,2-c][1,3]thiazine-3,4'-piperidin)-6(4H)-ylidene]-1-(4-methoxyphenyl)methanamine (1428649-07-3)

Guidance literature:

9-bromo-1'-(4-methoxybenzyl)-2H-spiro[benzo[e]pyrimido[1,2-c][1,3]thiazine-3,4'-piperidin]-6(4H)-imine; With potassium tert-butylate; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h; Inert atmosphere;

p-Methoxybenzyl bromide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.bmc.2013.01.016

Reference yield:

N-[9-bromo-1'-(4-methoxybenzyl)-2H-spiro(benzo[e]pyrimido[1,2-c][1,3]thiazine-3,4'-piperidin)-6(4H)-ylidene]-1-(4-methoxyphenyl)methanamine (1428649-07-3) → N-[9-bromo-2H-spiro(benzo[e]pyrimido[1,2-c][1,3]thiazine-3,4'-piperidin)-6(4H)-ylidene]-1-(4-methoxyphenyl)methanamine (1428649-08-4)

Guidance literature:

N-[9-bromo-1'-(4-methoxybenzyl)-2H-spiro(benzo[e]pyrimido[1,2-c][1,3]thiazine-3,4'-piperidin)-6(4H)-ylidene]-1-(4-methoxyphenyl)methanamine; With carbonochloridic acid 1-chloro-ethyl ester; triethylamine; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere;

With methanol; for 0.166667h; Inert atmosphere; Reflux;

DOI:10.1016/j.bmc.2013.01.016

Reference yield:

N-[9-bromo-1'-(4-methoxybenzyl)-2H-spiro(benzo[e]pyrimido[1,2-c][1,3]thiazine-3,4'-piperidin)-6(4H)-ylidene]-1-(4-methoxyphenyl)methanamine (1428649-07-3) → C58H69BrN8O11S2 (1428649-13-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: carbonochloridic acid 1-chloro-ethyl ester; triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

1.2: 0.17 h / Inert atmosphere; Reflux

2.1: triethylamine / N,N-dimethyl-formamide / 1 h / 20 °C

With carbonochloridic acid 1-chloro-ethyl ester; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2013.01.016

upstream raw materials:

9-bromo-1'-(4-methoxybenzyl)-2H-spiro[benzo[e]pyrimido[1,2-c][1,3]thiazine-3,4'-piperidin]-6(4H)-imine

p-Methoxybenzyl bromide

Downstream raw materials:

N-[9-bromo-2H-spiro(benzo[e]pyrimido[1,2-c][1,3]thiazine-3,4'-piperidin)-6(4H)-ylidene]-1-(4-methoxyphenyl)methanamine

C₅₈H₆₉BrN₈O₁₁S₂