N,N-Dimethylethylenediamine → HCID 21837985, compound

HRID 1740312Notes

Reaction equation

HRID 1740312 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([C:12]([O:14][CH3:15])=[O:13])[CH:5]=[C:6]([CH:11]=1)[C:7]([O:9]C)=O.[CH3:16][N:17]([CH3:21])[CH2:18][CH2:19][NH2:20]>>[CH3:16][N:17]([CH3:21])[CH2:18][CH2:19][NH:20][C:7]([C:6]1[CH:5]=[C:4]([CH:3]=[C:2]([OH:1])[CH:11]=1)[C:12]([O:14][CH3:15])=[O:13])=[O:9]

Participants

3

Reactant 2

HCID 66053N,N-DimethylethylenediamineHCID 830651,3-Benzenedicarboxylic acid, 5-hydroxy-, 1,3-dimethyl ester

Product 1

HCID 21837985HCID 21837985, compound

Conditions

Temperature
100 °C

Procedure

A mixture of dimethyl 5-hydroxyisophthalate (2 g) and N,N-dimethylethylenediamine (1.04 ml) was heated at 100° C. for 2 hours. After being cooled to room temperature, the reaction mixture was evaporated in vacuo. The residue was purified by column chromatography on silica gel eluting with a mixture of chloform, methanol and triethylamine (100:10:1) to give methyl 3-[(2-dimethylaminoethyl)carbamoyl]-5-hydroxybenzoate (1.11 g).

Workup

  1. temperatureAfter being cooled to room temperature
  2. customthe reaction mixture was evaporated in vacuo
  3. customThe residue was purified by column chromatography on silica gel eluting with a mixture of chloform, methanol and triethylamine (100:10:1)

Sources & evidence

ORD record
ord-a05a2c6850f94704974f782990966e5a
Source dataset
uspto-grants-1999_10
Patent number
US05968985

Reaction notes

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