Triethylamine → 3-nitro-5-[2-isopropyl-1,3-dioxane-5-carboxamido]-N-hydroxyethyl benzamide

HRID 2249140Notes

Reaction equation

HRID 2249140 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:13]=[C:14]([NH2:16])[CH:15]=1)[C:7]([NH:9][CH2:10][CH2:11][OH:12])=[O:8])([O-:3])=[O:2].[CH:17]([CH:20]1[O:25][CH2:24][CH:23]([C:26](Cl)=[O:27])[CH2:22][O:21]1)([CH3:19])[CH3:18].C(N(CC)CC)C>CC(N(C)C)=O>[N+:1]([C:4]1[CH:5]=[C:6]([CH:13]=[C:14]([NH:16][C:26]([CH:23]2[CH2:22][O:21][CH:20]([CH:17]([CH3:19])[CH3:18])[O:25][CH2:24]2)=[O:27])[CH:15]=1)[C:7]([NH:9][CH2:10][CH2:11][OH:12])=[O:8])([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 178822172-(Propan-2-yl)-1,3-dioxane-5-carbonyl chlorideHCID 198254453-nitro-5-amino-N-(2-hydroxyethyl)benzamide

Product 1

HCID 538984123-nitro-5-[2-isopropyl-1,3-dioxane-5-carboxamido]-N-hydroxyethyl benzamide

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

40 g (0.177 mole) of 3-nitro-5-amino-N-(2-hydroxyethyl)benzamide are dissolved in 400 cm3 of DMAC. The addition of 74.9 g (0.389 mole) of 2-isopropyl-1,3-dioxane-5-carboxylic acid chloride in the presence of triethylamine (54.6 cm3) gives rise to an exothermic reaction.

Workup

  1. customgives rise
  2. customto an exothermic reaction

Sources & evidence

ORD record
ord-c9c53a2654db4ad984a8881f7c470add
Source dataset
uspto-grants-1991_08
Patent number
US05043152

Reaction notes

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