N,N'-Hexamethylenebisphthalimide

Base Information

• Chemical Name: N,N'-Hexamethylenebisphthalimide
• CAS No.: 10513-98-1
• Molecular Formula: C22H20 N2 O4
• Molecular Weight: 376.412
• NSC Number: 76816
• DSSTox Substance ID: DTXSID50291628
• Nikkaji Number: J2.420.382D
• Wikidata: Q82029631
• ChEMBL ID: CHEMBL1883141
• Mol file: 10513-98-1.mol

Synonyms:10513-98-1;MLS002694002;NSC 76816;N,N'-Hexamethylenebisphthalimide;HMS3094M09;NSC76816;1,6-bis(phthalimido)hexane;NCIOpen2_008386;SCHEMBL2604742;CHEMBL1883141;DTXSID50291628;NSC-76816;AKOS003422108;SMR001559936

Chemical Property of N,N'-Hexamethylenebisphthalimide

Chemical Property:

• Boiling Point: 552.7°Cat760mmHg
• Flash Point: 247.2°C
• Density: 1.321g/cm³
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 376.14230712
• Heavy Atom Count: 28
• Complexity: 557

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)N(C2=O)CCCCCCN3C(=O)C4=CC=CC=C4C3=O

Technology Process of N,N'-Hexamethylenebisphthalimide

There total 5 articles about N,N'-Hexamethylenebisphthalimide 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: 93.0%

1,6-Hexanediamine (124-09-4) + phthalic anhydride (85-44-9) → 1,6-bis-(N-phthalimido)hexane (10513-98-1)

Guidance literature:

With acetic acid; Heating;

DOI:10.1248/cpb.55.223

Reference yield: 49.0%

phthalimide (136918-14-4,85-41-6) + 1 ,6-dibromohexane (629-03-8) → 2-(6-bromohexyl)isoindole-1,3-dione (24566-79-8) + 1,6-bis-(N-phthalimido)hexane (10513-98-1)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1002/ardp.201300011

Reference yield:

2-(3-bromopropyl)isoindole-1,3-dione (5460-29-7) + 4-bromo-1-tosylpiperidine (347885-68-1) → 2-(3-(1-tosylpiperidin-4-yl)propyl)isoindoline-1,3-dione (1282036-61-6) + 1,6-bis-(N-phthalimido)hexane (10513-98-1)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel⁽⁰⁾; zinc; 4-chloro-2,6-di(4,5-dihydro-1,3-oxazol-2-yl)-pyridine; In N,N-dimethyl acetamide; at 25 ℃; for 16h; Inert atmosphere;

DOI:10.1021/ol200617f

upstream raw materials:

1 ,6-dibromohexane

potassium phtalimide

1,6-Hexanediamine

phthalic anhydride

Downstream raw materials:

hexamethylenediphthalamidoethylenediamine

1,6-Hexanediamine