(-)-Asparagine → HCID 22612863, compound

HRID 844218Notes

Reaction equation

HRID 844218 reaction equation
[NH2:1][C@H:2]([C:7]([OH:9])=[O:8])[CH2:3][C:4](=[O:6])[NH2:5].[N+:10]([C:13]1[CH:23]=[CH:22][CH:21]=[C:15]2[C:16]([O:18][C:19](=O)[C:14]=12)=[O:17])([O-:12])=[O:11]>C(O)(=O)C>[N+:10]([C:13]1[CH:23]=[CH:22][CH:21]=[C:15]2[C:14]=1[C:19](=[O:18])[N:1]([CH:2]([CH2:3][C:4](=[O:6])[NH2:5])[C:7]([OH:9])=[O:8])[C:16]2=[O:17])([O-:12])=[O:11]

Participants

4

Reactant 2

HCID 6267(-)-AsparagineHCID 216313-Nitrophthalic anhydride

Product 1

HCID 22612863HCID 22612863, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of asparagine (10 mmol) and 3-nitrophthalic anhydride (10 mmol) in 15 ml of acetic acid is heated to reflux. The cooled reaction mixture is concentrated and the residue purified to afford 2-(4-nitro-1,3-dioxoisoindolin-2-yl)-3-carbamoylpropanoic acid.

Workup

  1. temperatureis heated to reflux
  2. customThe cooled reaction mixture
  3. concentrationis concentrated
  4. customthe residue purified

Sources & evidence

ORD record
ord-f38a5a1f596343a8b14d7238d54dd1d2
Source dataset
uspto-grants-2002_04
Patent number
US06380239B1

Reaction notes

Loading…