Methylamine → HCID 70100083, compound

HRID 2368314Notes

Reaction equation

HRID 2368314 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]([C:12](=[O:18])[N:13]([CH2:16][CH3:17])[CH2:14][CH3:15])[CH:9]=[CH:8][C:3]=1[C:4]([O:6]C)=O.[CH3:19][NH2:20]>>[NH2:1][C:2]1[CH:11]=[C:10]([C:12]([N:13]([CH2:16][CH3:17])[CH2:14][CH3:15])=[O:18])[CH:9]=[CH:8][C:3]=1[C:4]([NH:20][CH3:19])=[O:6]

Participants

3

Reactant 2

HCID 6329MethylamineHCID 70098665HCID 70098665, compound

Product 1

HCID 70100083HCID 70100083, compoundYield 70%

Conditions

Temperature
90 °C

Procedure

In an autoclave a mixture of methyl 2-amino-4-(diethylcarbamoyl)benzoate (490 mg, 1.96 mmol) and methylamine solution (33% in ethanol; 25 ml, 200 mmol) was stirred for 24 hrs at 90° C. The reaction mixture was concentrated. The crude product was purified by silica gel chromatography using EtOAc as eluent, providing the title compound as white solid (341 mg, 70%).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customThe crude product was purified by silica gel chromatography

Sources & evidence

ORD record
ord-baa684d8abc446bfa4e4d8283a46e585
Source dataset
uspto-grants-2014_04
Patent number
US08703768B2

Reaction notes

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