Diethyl Malonate → HCID 68637520, compound

HRID 641575Notes

Reaction equation

HRID 641575 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([NH2:10])[C:5]=1[NH2:11])([O-:3])=[O:2].[C:12](OCC)(=O)[CH2:13][C:14]([O:16]CC)=[O:15]>>[N+:1]([C:4]1[C:5]2[N:11]=[C:12]([CH2:13][C:14]([OH:16])=[O:15])[NH:10][C:6]=2[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 7761Diethyl MalonateHCID 43595253-Nitro-1,2-phenylenediamine

Product 1

HCID 68637520HCID 68637520, compound

Conditions

Temperature
160 °C

Procedure

3-Nitro-benzene-1,2-diamine (5.0 g) was dissolved in diethyl malonate. The reaction was heated at 160° C. oil bath for 48 h. After cooling to rt, flash chromatography of the crude reaction gave (4-nitro-1H-benzoimidazol-2-yl)-acetic acid (4.50 g). MS found: (M+H)+=250.0

Workup

  1. temperatureAfter cooling to rt
  2. customflash chromatography of the crude reaction

Sources & evidence

ORD record
ord-dc4ccc4ed7bd449cbd9fe022ca8ebd36
Source dataset
uspto-grants-2010_04
Patent number
US07696205B2

Reaction notes

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