Dimethylamine → HCID 20309703, compound

HRID 437378Notes

Reaction equation

HRID 437378 reaction equation
[NH2:1][C:2]1[C:3]([I:18])=[C:4]([C:8]([I:17])=[C:9]([N:12]([CH3:16])[C:13](=[O:15])[CH3:14])[C:10]=1[I:11])[C:5]([OH:7])=O.S(Cl)(Cl)=O.[CH3:23][NH:24][CH3:25].[OH-].[Na+]>O>[NH2:1][C:2]1[C:3]([I:18])=[C:4]([C:8]([I:17])=[C:9]([N:12]([CH3:16])[C:13](=[O:15])[CH3:14])[C:10]=1[I:11])[C:5]([N:24]([CH3:25])[CH3:23])=[O:7]

Participants

6

Reactant 4

HCID 674DimethylamineHCID 14798Sodium HydroxideHCID 24386Thionyl ChlorideHCID 203096821949-42-4

Product 1

HCID 20309703HCID 20309703, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The acid chloride (16.23 g.) prepared from 3-amino-5-(N-methylacetamido)-2,4,6-triiodobenzoic acid and thionyl chloride was interacted with 60 ml. of dimethylamine (40% in water), 20 ml. of 35% aqueous sodium hydroxide and 30 ml. of water. The product was isolated and recrystallized from isopropyl alcohol to give 3-amino-2,4,6-triiodo-5-(N-methylacetamido)N,N-dimethylbenzamide as a pale yellow solid, m.p. 235°-240° C.

Workup

  1. customThe product was isolated
  2. customrecrystallized from isopropyl alcohol

Sources & evidence

ORD record
ord-97f9e1f566a7425d9e6dfe600a6e5611
Source dataset
uspto-grants-1977_06
Patent number
US04031088

Reaction notes

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