N,N-Diethyl-1,3-propanediamine → 5-Nitroisophthalic acid

HRID 480529

Reaction equation

HRID 480529 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:14]([O:16]C)=[O:15])[CH:7]=[C:8]([CH:13]=1)[C:9]([O:11]C)=[O:10])([O-:3])=[O:2].[CH2:18]([N:20]([CH2:25][CH3:26])[CH2:21][CH2:22][CH2:23][NH2:24])[CH3:19]>>[N+:1]([C:4]1[CH:5]=[C:6]([C:14]([OH:16])=[O:15])[CH:7]=[C:8]([CH:13]=1)[C:9]([OH:11])=[O:10])([O-:3])=[O:2].[CH2:18]([N:20]([CH2:25][CH3:26])[CH2:21][CH2:22][CH2:23][NH-:24])[CH3:19]

Participants

4

Reactant 2

HCID 61011N,N-Diethyl-1,3-propanediamineHCID 83316Dimethyl 5-nitroisophthalate2×

Product 2

HCID 120695-Nitroisophthalic acidHCID 865852253-Diethylaminopropylamide

Procedure

Fifty parts of dimethyl 5-nitroisophthalate and 130 parts of N,N-diethyl-1,3-propanediamine were reacted for about four hours at 80 to 100° C. under a slight vacuum. After confirming the disappearance of the starting material dimethyl 5-nitroisophthalate and monoamide compounds, the excess N,N-diethyl-1,3-propanediamine was removed under vacuum, yielding 92 parts of 5-nitroisophthalic acid bis-3-diethylaminopropylamide.

Workup

  1. customthe excess N,N-diethyl-1,3-propanediamine was removed under vacuum

Sources & evidence

ORD record
ord-88c9270eb2f04da9be0c30f71a9ca05e
Source dataset
uspto-grants-2003_11
Patent number
US06653000B2

Linked notes

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