(Z)-3-(nitrooxy)-2,2-bis((nitrooxy)methyl)propyl 5-fluoro-2-methyl-1-(4-(methylthio)benzylidene)-1H-inden-3-ylacetate

Base Information

• Chemical Name: (Z)-3-(nitrooxy)-2,2-bis((nitrooxy)methyl)propyl 5-fluoro-2-methyl-1-(4-(methylthio)benzylidene)-1H-inden-3-ylacetate
• CAS No.: 1538580-33-4
• Molecular Formula: C₂₅H₂₄FN₃O₁₁S
• Molecular Weight: 593.543
• Mol file: 1538580-33-4.mol

Synonyms:(Z)-3-(nitrooxy)-2,2-bis((nitrooxy)methyl)propyl 5-fluoro-2-methyl-1-(4-(methylthio)benzylidene)-1H-inden-3-ylacetate

Chemical Property of (Z)-3-(nitrooxy)-2,2-bis((nitrooxy)methyl)propyl 5-fluoro-2-methyl-1-(4-(methylthio)benzylidene)-1H-inden-3-ylacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-3-(nitrooxy)-2,2-bis((nitrooxy)methyl)propyl 5-fluoro-2-methyl-1-(4-(methylthio)benzylidene)-1H-inden-3-ylacetate

There total 3 articles about (Z)-3-(nitrooxy)-2,2-bis((nitrooxy)methyl)propyl 5-fluoro-2-methyl-1-(4-(methylthio)benzylidene)-1H-inden-3-ylacetate 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: 92.0%

pentrinitrol (1607-17-6) + sulindac sulfide (49627-27-2) → (Z)-3-(nitrooxy)-2,2-bis((nitrooxy)methyl)propyl 5-fluoro-2-methyl-1-(4-(methylthio)benzylidene)-1H-inden-3-ylacetate (1538580-33-4)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1016/j.bmc.2013.12.014

Reference yield:

Sulindac (38194-50-2) → (Z)-3-(nitrooxy)-2,2-bis((nitrooxy)methyl)propyl 5-fluoro-2-methyl-1-(4-(methylthio)benzylidene)-1H-inden-3-ylacetate (1538580-33-4)

Guidance literature:

Multi-step reaction with 2 steps

1: titanium tetrachloride; zinc / dichloromethane; tetrahydrofuran / 2.5 h / Cooling with acetone-dry ice; Inert atmosphere

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 4 h / 20 °C / Inert atmosphere

With dmap; titanium tetrachloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; zinc; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.bmc.2013.12.014

Reference yield:

2,2-bis(bromomethyl)-3-bromo-propan-1-ol (1522-92-5) → (Z)-3-(nitrooxy)-2,2-bis((nitrooxy)methyl)propyl 5-fluoro-2-methyl-1-(4-(methylthio)benzylidene)-1H-inden-3-ylacetate (1538580-33-4)

Guidance literature:

Multi-step reaction with 2 steps

1: silver nitrate / acetonitrile / 168 h / 20 °C / Inert atmosphere

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 4 h / 20 °C / Inert atmosphere

With dmap; silver nitrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; acetonitrile;

DOI:10.1016/j.bmc.2013.12.014

upstream raw materials:

Sulindac

pentrinitrol

sulindac sulfide

2,2-bis(bromomethyl)-3-bromo-propan-1-ol

Refernces