Diethyl Oxalate → HCID 178488026, compound

HRID 72109

Reaction equation

HRID 72109 reaction equation
Cl.Cl.[CH3:3][O:4][C:5]1[CH:6]=[C:7]([NH2:12])[C:8]([NH2:11])=[CH:9][CH:10]=1.[C:13](OCC)(=[O:19])[C:14](OCC)=[O:15].CCN(CC)CC>>[CH3:3][O:4][C:5]1[CH:6]=[C:7]2[C:8](=[CH:9][CH:10]=1)[N:11]=[C:14]([OH:15])[C:13]([OH:19])=[N:12]2

Participants

4

Reactant 3

HCID 7268Diethyl OxalateHCID 8471TriethylamineHCID 30851614-Methoxybenzene-1,2-diamine dihydrochloride

Product 1

HCID 178488026HCID 178488026, compoundYield 69%

Conditions

Temperature
150 °C

Procedure

A suspension of 4-methoxybenzene-1,2-diamine dihydrochloride in diethyl oxalate (8 eq) was treated with Et3N (2 eq) and then heated at 150° C. for 2 hours. The mixture was cooled and filtered, and then the collected solid was washed with H2O and EtOH. The residue was dried to give the title compound (69%). MS (ES+) m/z 193 (M+H)+

Workup

  1. temperatureThe mixture was cooled
  2. filtrationfiltered
  3. washthe collected solid was washed with H2O and EtOH
  4. customThe residue was dried

Sources & evidence

ORD record
ord-5b00df6953f24d92bf3225f4c5327b03
Source dataset
uspto-grants-2014_09
Patent number
US08828930B2

Linked notes

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