Ammonia → 2-Aminoquinoxaline

HRID 1830773Notes

Reaction equation

HRID 1830773 reaction equation
Cl[C:2]1[CH:11]=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[NH3:12]>CO>[N:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[N:10]=[CH:11][C:2]=1[NH2:12]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 2389382-Chloroquinoxaline

Product 1

HCID 2245732-AminoquinoxalineYield 5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
80 °C

Procedure

To 2-chloroquinoxaline (1.0 g, 6 mmol) was added ammonia in methanol (8 mL of a 2M solution). The reaction was sealed in a vial, heated to 80° C., and stirred for 12 hours. The reaction was cooled to room temperature and concentrated under reduced pressure. The residue was taken up in methylene chloride and filtered. Hexane was added until a precipitate formed which was filtered and found to be the desired product (5% yield).

Workup

  1. customThe reaction was sealed in a vial,
  2. temperatureThe reaction was cooled to room temperature
  3. concentrationconcentrated under reduced pressure
  4. filtrationfiltered
  5. additionHexane was added until a precipitate
  6. customformed which
  7. filtrationwas filtered

Sources & evidence

ORD record
ord-dd2a981caaf64acf92f1c75c4007146e
Source dataset
uspto-grants-2006_06
Patent number
US07067506B2

Reaction notes

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