N-(4-(4-(Bis(2-chloroethyl)amino)phenyl)butyl)-9-acridinamine

Base Information

• Chemical Name: N-(4-(4-(Bis(2-chloroethyl)amino)phenyl)butyl)-9-acridinamine
• CAS No.: 130031-43-5
• Molecular Formula: C27H29 Cl2 N3
• Molecular Weight: 466.4453
• DSSTox Substance ID: DTXSID90156308
• Nikkaji Number: J351.877I
• Wikidata: Q83024354
• ChEMBL ID: CHEMBL1195938
• Mol file: 130031-43-5.mol

Synonyms:130031-43-5;N-(4-(4-(Bis(2-chloroethyl)amino)phenyl)butyl)-9-acridinamine;N-[4-[4-[bis(2-chloroethyl)amino]phenyl]butyl]acridin-9-amine;N-(4-(4-(Bis(2-chloroethyl)amino)phenyl)butyl)acridin-9-amine;CHEMBL1195938;SCHEMBL17423207;DTXSID90156308

Chemical Property of N-(4-(4-(Bis(2-chloroethyl)amino)phenyl)butyl)-9-acridinamine

Chemical Property:

• Vapor Pressure: 1.07E-17mmHg at 25°C
• Boiling Point: 667.8°Cat760mmHg
• Flash Point: 357.6°C
• Density: 1.246g/cm³
• XLogP3: 7.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 11
• Exact Mass: 465.1738533
• Heavy Atom Count: 32
• Complexity: 497

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=C3C=CC=CC3=N2)NCCCCC4=CC=C(C=C4)N(CCCl)CCCl

Technology Process of N-(4-(4-(Bis(2-chloroethyl)amino)phenyl)butyl)-9-acridinamine

There total 9 articles about N-(4-(4-(Bis(2-chloroethyl)amino)phenyl)butyl)-9-acridinamine 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:

5-(p-Nitrophenyl)-pentansaeuremethylester (61346-08-5) → Acridin-9-yl-(4-{4-[bis-(2-chloro-ethyl)-amino]-phenyl}-butyl)-amine (130031-43-5)

Guidance literature:

Multi-step reaction with 9 steps

1: H₂ / Pd/C / ethyl acetate

2: AcOH / tetrahydrofuran / 48 h / 110 - 120 °C

3: POCl₃ / benzene / 1 h / Heating

4: concd. HCl / 1.) 60 deg C, 30 min, 2.) reflux, 10 min

5: EtOCOCl, Et₃N / acetone / 0.25 h / 0 °C

6: aq. NaN₃ / acetone / 0.5 h / 0 °C

7: benzene / 1 h / Heating

8: 8 N HCl / 0.17 h / Heating

9: methanol / 24 h / 20 °C

With hydrogenchloride; sodium azide; hydrogen; chloroformic acid ethyl ester; acetic acid; triethylamine; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethyl acetate; acetone; benzene;

DOI:10.1021/jm00173a016

Reference yield:

5-{4-[bis-(2-chloro-ethyl)-amino]-phenyl}-valeric acid (64508-90-3) → Acridin-9-yl-(4-{4-[bis-(2-chloro-ethyl)-amino]-phenyl}-butyl)-amine (130031-43-5)

Guidance literature:

Multi-step reaction with 5 steps

1: EtOCOCl, Et₃N / acetone / 0.25 h / 0 °C

2: aq. NaN₃ / acetone / 0.5 h / 0 °C

3: benzene / 1 h / Heating

4: 8 N HCl / 0.17 h / Heating

5: methanol / 24 h / 20 °C

With hydrogenchloride; sodium azide; chloroformic acid ethyl ester; triethylamine; In methanol; acetone; benzene;

DOI:10.1021/jm00173a016

Reference yield:

5-{4-[Bis-(2-chloro-ethyl)-amino]-phenyl}-pentanoyl chloride → Acridin-9-yl-(4-{4-[bis-(2-chloro-ethyl)-amino]-phenyl}-butyl)-amine (130031-43-5)

Guidance literature:

Multi-step reaction with 4 steps

1: aq. NaN₃ / acetone / 0.5 h / 0 °C

2: benzene / 1 h / Heating

3: 8 N HCl / 0.17 h / Heating

4: methanol / 24 h / 20 °C

With hydrogenchloride; sodium azide; In methanol; acetone; benzene;

DOI:10.1021/jm00173a016

upstream raw materials:

9-methoxyacridine

[4-(4-Amino-butyl)-phenyl]-bis-(2-chloro-ethyl)-amine

5-(p-Nitrophenyl)-pentansaeuremethylester

5-{4-[bis-(2-chloro-ethyl)-amino]-phenyl}-valeric acid

Refernces