Aniline → HCID 22593667, compound

HRID 1760907Notes

Reaction equation

HRID 1760907 reaction equation
[Cl:1][C:2]1[CH:11]=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([O:12][CH3:13])[CH:8]=2)[N:3]=1.[NH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C(Cl)Cl>[ClH:1].[NH:14]([C:2]1[CH:11]=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([O:12][CH3:13])[CH:8]=2)[N:3]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 2

HCID 6115AnilineHCID 126864122-Chloro-6-methoxyquinoxaline

Product 1

HCID 22593667HCID 22593667, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
120 °C

Procedure

To 2-chloro-6-methoxy-quinoxaline (0.93 g, 4.8 mmol) under argon is added aniline (1.3 mL, 14.3 mmol). The reaction mixture is heated at 120° C. for 2 hours, then at 150° C. for 1.5 hours. The mixture is cooled and CH2Cl2 is added. The resulting suspension is stirred and the orange solid is filtered off, washed with CH2Cl2/Et2O, then stirred vigorously in H2O for 40 minutes, filtered, and washed with Et2O to provide a bright-yellow solid.

Workup

  1. temperatureThe mixture is cooled
  2. filtrationthe orange solid is filtered off
  3. washwashed with CH2Cl2/Et2O
  4. stirringstirred vigorously in H2O for 40 minutes
  5. filtrationfiltered
  6. washwashed with Et2O
  7. customto provide a bright-yellow solid

Sources & evidence

ORD record
ord-88fe1f0f428948709f66da43ca7ff270
Source dataset
uspto-grants-2005_01
Patent number
US06846815B2

Reaction notes

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