2,3-Dimethylaniline → HCID 749491, compound

HRID 2175307Notes

Reaction equation

HRID 2175307 reaction equation
[O:1]1[C:5](=[O:6])[CH2:4][CH2:3][C:2]1=[O:7].[CH3:8][C:9]1[C:15]([CH3:16])=[CH:14][CH:13]=[CH:12][C:10]=1[NH2:11]>C(Cl)Cl>[CH3:8][C:9]1[C:15]([CH3:16])=[CH:14][CH:13]=[CH:12][C:10]=1[NH:11][C:5](=[O:6])[CH2:4][CH2:3][C:2]([OH:1])=[O:7]

Participants

4

Reactant 2

HCID 68932,3-DimethylanilineHCID 7922Succinic anhydride

Product 1

HCID 749491HCID 749491, compoundYield 85.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a partial suspension of dihydrofuran-2,5-dione (1.0 g, 10.0 mmol) in DCM (40 mL) was added a solution 2,3-dimethylaniline (1.21 g, 10.0 mmol) in DCM (40 mL). The reaction was stirred at room temperature for 3 h and filtered. The solid was washed with CH2Cl2 to afford the title compound (1.89 g, 85% yield). LCMS, [M+H]+=222.4.

Workup

  1. filtrationfiltered
  2. washThe solid was washed with CH2Cl2

Sources & evidence

ORD record
ord-3b52042c0ef34bfaa123ca8a637bfaf5
Source dataset
uspto-grants-2015_06
Patent number
US09062028B2

Reaction notes

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