182758-19-6

Basic information

• Product Name: 5-(3-Bromo-2-oxo-pyrrolidin-1-yl)-2,4,6-triiodo-isophthalic acid dimethyl ester
• CAS NO: 182758-19-6
• Molecular Weight: 733.863
• Mol File: 182758-19-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 5-(3-Bromo-2-oxo-pyrrolidin-1-yl)-2,4,6-triiodo-isophthalic acid dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(3-Bromo-2-oxo-pyrrolidin-1-yl)-2,4,6-triiodo-isophthalic acid dimethyl ester(182758-19-6)
• EPA Substance Registry System: 5-(3-Bromo-2-oxo-pyrrolidin-1-yl)-2,4,6-triiodo-isophthalic acid dimethyl ester(182758-19-6)

Safety Data

• Hazardous Substances Data: 182758-19-6(Hazardous Substances Data)

Upstream product

• 52412-07-4 2,4-dibromo-butyryl bromide 
• 154921-11-6 dimethyl 5-amino-2,4,6-triiodo-1,3-benzenedicarboxylate 

Downstream Products

• 182758-21-0 5-(3-Acetoxy-2-oxo-pyrrolidin-1-yl)-2,4,6-triiodo-isophthalic acid dimethyl ester 

Relevant articles and documents

Heterocyclic nonionic X-ray contrast agents V: A facile conversion of 2-tetrahydrofuroamides into α-hydroxy-δ-valerolactams and a general synthesis of lactams conjugated to 2,4,6-triiodoisophthalamides

The synthesis of 2,4,6-triiodoisophthalamides substituted by a lactam moiety is described. A tandem ring opening-ring closure methodology consisting of a regiospecific ether cleavage of the tetrahydrofuroanilide 14b, followed by lactamization to α-oxygenated anilides 15b or 16b, gave α-O-functionalized-δ-valerolactams 12b or 13b, respectively. This approach is also compatible with the presence of ester and carbonyl chloride functions on the triiodophenyl moiety. A general synthesis of lactams 34-39 was also achieved. Further chemical modifications led to water soluble unsubstituted-lactams (34d, 35d, 37d) and α-hydroxyl-lactams [42(d,e), 13(d,e) and 43d] that are of interest as X-ray contrast agents.