136453-22-0

Basic information

• Product Name: 1,3-Benzenedicarboxamide, N,N'-bis[2,3-bis(acetyloxy)propyl]-2,4,6-triiodo-5-[3-(iodomethyl)-5-oxo- 4-morpholinyl]-
• CAS NO: 136453-22-0
• Molecular Formula: C27H31I4N3O12
• Molecular Weight: 1097.17
• Mol File: 136453-22-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1,3-Benzenedicarboxamide, N,N'-bis[2,3-bis(acetyloxy)propyl]-2,4,6-triiodo-5-[3-(iodomethyl)-5-oxo- 4-morpholinyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Benzenedicarboxamide, N,N'-bis[2,3-bis(acetyloxy)propyl]-2,4,6-triiodo-5-[3-(iodomethyl)-5-oxo- 4-morpholinyl]-(136453-22-0)
• EPA Substance Registry System: 1,3-Benzenedicarboxamide, N,N'-bis[2,3-bis(acetyloxy)propyl]-2,4,6-triiodo-5-[3-(iodomethyl)-5-oxo- 4-morpholinyl]-(136453-22-0)

Safety Data

• Hazardous Substances Data: 136453-22-0(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 136453-21-9 N,N'-Bis<2,3-bis(acetyloxy)propyl>-2,4,6-triiodo-5-<<(2-propenyloxy)acetyl>amino>-1,3-benzenedicarboxamide 
• 76801-94-0 5-amino-N,N'-bis[2,3-bis(acetyloxy)propyl]2,4,6-triiodo-1,3-benzenedicarboxamide 
• 56680-79-6 allyloxyacetyl chloride 

Downstream Products

• 166818-25-3 N,N'-Bis<2,3-bis(acetyloxy)propyl>-5-<3-<(acetyloxy)methyl>-5-oxo-4-morpholinyl>-2,4,6-triiodo-1,3-benzenedicarboxamide 

Relevant articles and documents

Heterocyclic Nonionic X-ray Contrast Agents. 4. The Synthesis of Dihydro-2(3H)-furanylidenamino, 5-Oxo-1-pyrrolidinyl, and 5-Oxo-4-morpholinyl Derivatives by an Intramolecular Iodocyclization Approach

Intramolecular iodocyclization of ω-alkenylanilides 6 and anilides 7 resulted in the formation of dihydro-2(3H)-furanylidenamines 8 and 1,4-dioxan-2-ylideneamines 9, respectively, by an amide-oxygen participative nucleophilic attack on the expected iodonium intermediate.The latter heterocyclic ring system is new.If a strong base is present, the mode of ring closure was mainly diverted to an amide-nitrogen participative nucleophilic attack, leading to (iodomethyl)pyrrolidinones 10 and (iodomethyl)morpholinones 11, from 6 and 7, respectively.Unique interconvertible syn-anti isomerism in the imino-ether 8a was demonstrated by variable temperature NMR studies.The major component in this mixture was the 8a-anti-isomer.Acetolysis of the iodocyclized products, followed by deacetylation, provided the heterocyclically substituted polyhydroxytriiodoisophthalamides 16-18.Hydrolytic studies on the imidate 16d revealed an interesting pH dependence.As expected the amine 3d and the amide 22 resulted in pH values of 2 and 6.At pH 12, however, the Chapman rearrangement product 17d was the major product.The compounds obtained in this investigation are of interest as X-ray contrast agents.