N,N'-Bis(2,3-dihydroxypropyl)-5-nitro-1,3-benzenedicarboxamide

Base Information

• Chemical Name: N,N'-Bis(2,3-dihydroxypropyl)-5-nitro-1,3-benzenedicarboxamide
• CAS No.: 76820-34-3
• Molecular Formula: C14H19 N3 O8
• Molecular Weight: 357.32
• Hs Code.: 2924296000
• European Community (EC) Number: 616-392-7
• UNII: R5E9U49190
• DSSTox Substance ID: DTXSID101175944
• Nikkaji Number: J2.146.258F
• Wikidata: Q27287817
• Mol file: 76820-34-3.mol

Synonyms:76820-34-3;N,N'-Bis(2,3-dihydroxypropyl)-5-nitro-1,3-benzenedicarboxamide;N1,N3-Bis(2,3-dihydroxypropyl)-5-nitroisophthalamide;1-N,3-N-bis(2,3-dihydroxypropyl)-5-nitrobenzene-1,3-dicarboxamide;N,N'-Bis(2,3-dihydroxypropyl)-5-nitro-isophthalamide;N1,N3-Bis(2,3-dihydroxypropyl)-5-nitro-1,3-benzenedicarboxamide;R5E9U49190;(+/-)-N,N'-Bis(2,3-dihydroxypropyl)-5-nitro-1,3-benzenedicarboxamide;1,3-Benzenedicarboxamide, N1,N3-bis(2,3-dihydroxypropyl)-5-nitro-;N1,N3-bis(2,3-dihydroxypropyl)-5-nitrobenzene-1,3-dicarboxamide;UNII-R5E9U49190;N,N'-bis(2,3-dihydroxypropyl)-5-nitro-1,3-benzenedicarboxamide;Iohexol Related Compound C;SCHEMBL6865356;USP Iohexol Related Compound C;LJEBHEAPZMNBSI-UHFFFAOYSA-N;DTXSID101175944;MFCD06657564;AKOS005067625;AC-8405;FT-0641615;E89275;5-nitro-N,N'-bis(2,3-dihydroxypropyl) isophthalamide;5-nitro-N,N'-bis(2,3-dihydroxypropyl)isophthalamide;Q27287817;(N,N'-bis(2,3-dihydroxy propyl)-5-nitro-1,3-benzenedicarboxamide);N,N'-bis(2,3-dihydroxypropyl)-5-nitrobenzene-1,3-dicarboxamide

Chemical Property of N,N'-Bis(2,3-dihydroxypropyl)-5-nitro-1,3-benzenedicarboxamide

Chemical Property:

• Appearance/Colour: White or slight yellow crystal powder
• Boiling Point: 50ºC
• Flash Point: >230ºC
• PSA: 184.94000
• Density: 1.189 g/mL
• LogP: -0.93420
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
• XLogP3: -2.3
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 8
• Exact Mass: 357.11721457
• Heavy Atom Count: 25
• Complexity: 436

Purity/Quality:

99% ^*data from raw suppliers

N,N’-Bis(2,3-dihydroxypropyl)-5-nitro-1,3-benzenedicarboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C=C1C(=O)NCC(CO)O)[N+](=O)[O-])C(=O)NCC(CO)O
• Uses: N,N'-Bis(2,3-dihydroxypropyl)-5-nitro-1,3-benzenedicarboxamide is used in the preparation of X-ray contrast agents.

Technology Process of N,N'-Bis(2,3-dihydroxypropyl)-5-nitro-1,3-benzenedicarboxamide

There total 4 articles about N,N'-Bis(2,3-dihydroxypropyl)-5-nitro-1,3-benzenedicarboxamide 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: 91.0%

3-Amino-1,2-propanediol (616-30-8,13552-31-3,98923-21-8) + dimethyl 5-nitroisophthalate (13290-96-5) → 5-nitro-N,N'-bis-(2,3-dihydroxypropyl)isophthalamide (76820-34-3)

Guidance literature:

In methanol; at 70 - 75 ℃; for 70h;

DOI:10.1021/op500177w

Reference yield: 23.0%

→ 5-nitro-N,N'-bis-(2,3-dihydroxypropyl)isophthalamide (76820-34-3)

Guidance literature:

Reference yield:

3-Amino-1,2-propanediol (616-30-8,13552-31-3,98923-21-8) + dimethyl 5-nitroisophthalate (13290-96-5) → 3-((2,3-dihydroxypropyl)carbamoyl)-5-nitrobenzoic acid (122731-58-2) + 5-nitro-N,N'-bis-(2,3-dihydroxypropyl)isophthalamide (76820-34-3)

Guidance literature:

With sodium methylate; In 2-methoxy-ethanol; at 108 ℃; for 3h; Temperature; Solvent;

upstream raw materials:

3-Amino-1,2-propanediol

dimethyl 5-nitroisophthalate

Downstream raw materials:

5-Amino-N,N'-bis[2,3-dihydroxypropyl]-1,3-benzenedicarboxamide

iodixanol

iohexol

N,N'-bis(2,3-dihydroxypropyl)-5-acetamido-2,4,6-triiodoisophthalamide

Refernces

• 1、 -. "Contrast medium of the impurity F synthetic method and its impurity G contrast medium, impurity H and impurity M application in the synthesis of". Paragraph 0032; 0033; 0034. . Retrieved 2019/07/05.
• 2、 -. "Synthesis of N1,N3-BIS(2,3-DIHYDROXYPROPYL)-5-NITROISOPHTHALAMIDE". Paragraph 0037-0038. . Retrieved 2014/07/23.