(E)-(5-((3-amino-5-(trifluoromethyl)phenyl)diazenyl)-1,3-phenylene)bis(pyrrolidin-1-ylmethanone)

Base Information

• Chemical Name: (E)-(5-((3-amino-5-(trifluoromethyl)phenyl)diazenyl)-1,3-phenylene)bis(pyrrolidin-1-ylmethanone)
• CAS No.: 1579999-01-1
• Molecular Formula: C₂₃H₂₄F₃N₅O₂
• Molecular Weight: 459.471
• Mol file: 1579999-01-1.mol

Synonyms:(E)-(5-((3-amino-5-(trifluoromethyl)phenyl)diazenyl)-1,3-phenylene)bis(pyrrolidin-1-ylmethanone)

Chemical Property of (E)-(5-((3-amino-5-(trifluoromethyl)phenyl)diazenyl)-1,3-phenylene)bis(pyrrolidin-1-ylmethanone)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-(5-((3-amino-5-(trifluoromethyl)phenyl)diazenyl)-1,3-phenylene)bis(pyrrolidin-1-ylmethanone)

There total 6 articles about (E)-(5-((3-amino-5-(trifluoromethyl)phenyl)diazenyl)-1,3-phenylene)bis(pyrrolidin-1-ylmethanone) 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: 82.0%

(E)-2-(3-((3,5-di(pyrrolidine-1-carbonyl)phenyl)diazenyl)-5-(trifluoromethyl)phenyl)-isoindoline-1,3-dione (1579998-96-1) → (E)-(5-((3-amino-5-(trifluoromethyl)phenyl)diazenyl)-1,3-phenylene)bis(pyrrolidin-1-ylmethanone) (1579999-01-1)

Guidance literature:

With hydrazine hydrate; In methanol; for 10h;

DOI:10.1021/ol500381c

Reference yield:

5-aminoisophthalic acid (99-31-0) → (E)-(5-((3-amino-5-(trifluoromethyl)phenyl)diazenyl)-1,3-phenylene)bis(pyrrolidin-1-ylmethanone) (1579999-01-1)

Guidance literature:

Multi-step reaction with 4 steps

1: N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / N,N-dimethyl-formamide; acetonitrile / 16 h / 20 °C / Inert atmosphere

2: Oxone / dichloromethane; water / 0.5 h / 20 °C / Inert atmosphere

3: acetic acid / 24 h / 20 °C

4: hydrazine hydrate / methanol / 10 h

With Oxone; hydrazine hydrate; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/ol500381c

Reference yield:

5-(trifluoromethyl)benzene-1,3-diamine (368-53-6) → (E)-(5-((3-amino-5-(trifluoromethyl)phenyl)diazenyl)-1,3-phenylene)bis(pyrrolidin-1-ylmethanone) (1579999-01-1)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene / 24 h / Reflux; Dean-Stark

2: acetic acid / 24 h / 20 °C

3: hydrazine hydrate / methanol / 10 h

With hydrazine hydrate; acetic acid; In methanol; toluene;

DOI:10.1021/ol500381c

upstream raw materials:

2-(3-amino-5-(trifluoromethyl)phenyl)isoindoline-1,3-dione

(E)-2-(3-((3,5-di(pyrrolidine-1-carbonyl)phenyl)diazenyl)-5-(trifluoromethyl)phenyl)-isoindoline-1,3-dione

5-aminoisophthalic acid

5-(trifluoromethyl)benzene-1,3-diamine

Downstream raw materials:

(E)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(3-((3,5-di(pyrrolidine-1-carbonyl)phenyl)-diazenyl)-5-(trifluoromethyl)phenyl)thiourea

(Z)-1-(3,5-bis(trifluoromethyl)phenyl)-3-(3-((3,5-di(pyrrolidine-1-carbonyl)phenyl)-diazenyl)-5-(trifluoromethyl)phenyl)thiourea