Chloroacetyl chloride → 5-(2-Chloroacetamido)-2,4,6-triiodo-N,N'-bis(2,3-bis(2-chloroacetoxy)propyl)isophthalamide

HRID 265754Notes

Reaction equation

HRID 265754 reaction equation
[NH2:1][C:2]1[C:3]([I:26])=[C:4]([C:18]([NH:20][CH2:21][CH:22]([OH:25])[CH2:23][OH:24])=[O:19])[C:5]([I:17])=[C:6]([C:15]=1[I:16])[C:7]([NH:9][CH2:10][CH:11]([OH:14])[CH2:12][OH:13])=[O:8].[Cl:27][CH2:28][C:29](Cl)=[O:30]>CN(C)C(=O)C.C(#N)C>[Cl:27][CH2:28][C:29]([O:25][CH:22]([CH2:23][O:24][C:29](=[O:30])[CH2:28][Cl:27])[CH2:21][NH:20][C:18](=[O:19])[C:4]1[C:3]([I:26])=[C:2]([NH:1][C:29](=[O:30])[CH2:28][Cl:27])[C:15]([I:16])=[C:6]([C:7]([NH:9][CH2:10][CH:11]([O:14][C:29](=[O:30])[CH2:28][Cl:27])[CH2:12][O:13][C:29](=[O:30])[CH2:28][Cl:27])=[O:8])[C:5]=1[I:17])=[O:30]

Participants

5

Reactant 2

HCID 6577Chloroacetyl chlorideHCID 103950115-Amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide

Product 1

HCID 110186155-(2-Chloroacetamido)-2,4,6-triiodo-N,N'-bis(2,3-bis(2-chloroacetoxy)propyl)isophthalamide

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 31374DimethylacetamideSolvent

Procedure

reacting 5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisopthalamide with chloroacetyl chloride in N,N-dimethylacetamide and acetonitrile, to produce N,N'-bis[2,3-di(2-chloroacetoxy)propyl]-5-(2-chloroacetamido)-2,4,6-triiodoisophthalamide;

Sources & evidence

ORD record
ord-94fa8709a2014210a89b3fdb7c3a56b0
Source dataset
uspto-grants-1997_07
Patent number
US05648536

Reaction notes

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