HCID 178450255, compound → 6-Methoxy-7-n-butoxy-4-anilino-benzo[d][1,2,3]triazine

HRID 1801481Notes

Reaction equation

HRID 1801481 reaction equation
C1([N:7]=[N:8][NH:9][C:10]2[CH:15]=[C:14]([O:16][CH2:17][CH2:18][CH2:19][CH3:20])[C:13]([O:21][CH3:22])=[CH:12][C:11]=2[C:23]#[N:24])C=CC=CC=1>C(O)C>[CH3:22][O:21][C:13]1[C:14]([O:16][CH2:17][CH2:18][CH2:19][CH3:20])=[CH:15][C:10]2[N:9]=[N:8][N:7]=[C:23]([NH:24][C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[C:11]=2[CH:12]=1

Participants

3

Reactant 1

HCID 178450255HCID 178450255, compound

Product 1

HCID 250594526-Methoxy-7-n-butoxy-4-anilino-benzo[d][1,2,3]triazineYield 158.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-phenyl-3-(2-cyan-4-methoxy-5-n-butoxyphenyl)triazene (0.154 g, 0.47 mmol) and 70% ethanol (30.0 mL) were added into a flask. The solution was heated and refluxed to react for 1 h, then was evaporated under reduced pressure to dryness. Acetic acid glacial (20.0 mL) was added and the solution was refluxed for 1 h, cooled, filtered and washed with water till colorless. The crude product was purified by recrystallization with anhydrous ethanol to yield 0.121 g of light brown solid product with a recovery rate of 78.6%.

Workup

  1. temperatureThe solution was heated
  2. temperaturerefluxed
  3. customto react for 1 h
  4. customwas evaporated under reduced pressure to dryness
  5. additionAcetic acid glacial (20.0 mL) was added
  6. temperaturethe solution was refluxed for 1 h
  7. temperaturecooled
  8. filtrationfiltered
  9. washwashed with water till colorless
  10. customThe crude product was purified by recrystallization with anhydrous ethanol

Sources & evidence

ORD record
ord-7abd2a0ab13a499db2b8325928a2bcb4
Source dataset
uspto-grants-2013_01
Patent number
US08349835B2

Reaction notes

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