Ethyl oxoacetate → HCID 178440679, compound

HRID 598523Notes

Reaction equation

HRID 598523 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([NH2:11])=[C:7]([NH2:12])[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[C:13](OCC)(=O)[CH:14]=[O:15]>C(O)C>[C:1]([C:5]1[CH:6]=[C:7]2[C:8](=[CH:9][CH:10]=1)[N:11]=[C:14]([OH:15])[CH:13]=[N:12]2)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 70211Ethyl oxoacetateHCID 4327084-Tert-butylbenzene-1,2-diamine

Product 1

HCID 178440679HCID 178440679, compoundYield 10.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 2 g (12.18 mmol) 4-tert-butyl-1,2-diaminobenzene in 20 mL ethanol under argon at room temperature, was added 3.139 mL (15.83 mmol) ethyl glyoxalate (50% in toluene). The reaction mixture was stirred at room temperature for 4 h. The resulting suspension was filtered and washed with ethanol. The powder was dried to provide 257 mg (10.4%) of the title compound as a white solid. MS(m/e): 201.0 (M−H).

Workup

  1. filtrationThe resulting suspension was filtered
  2. washwashed with ethanol
  3. customThe powder was dried

Sources & evidence

ORD record
ord-547d82c7615c4a5cb8cd8204cd5f5952
Source dataset
uspto-grants-2011_03
Patent number
US07897627B2

Reaction notes

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