Acetic Acid → [1,2,4]triazolo[4,3-a]quinoline, 1-methyl-

HRID 1606523Notes

Reaction equation

HRID 1606523 reaction equation
[NH:1]([C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=1)[NH2:2].[C:13](O)(=O)[CH3:14]>>[CH3:13][C:14]1[N:4]2[C:5]3[C:10]([CH:11]=[CH:12][C:3]2=[N:1][N:2]=1)=[CH:9][CH:8]=[CH:7][CH:6]=3

Participants

3

Reactant 2

HCID 176Acetic AcidHCID 85111Quinoline, 2-hydrazinyl-

Product 1

HCID 253504[1,2,4]triazolo[4,3-a]quinoline, 1-methyl-

Procedure

2-Hydrazinoquinoline (5.0 grams) was placed in a 250-milliliter three-necked flask equipped with a mechanical stirrer and a reflux condenser. To this flask was added 100 milliliters of acetic acid. The reaction mixture was refluxed for twelve hours, then allowed to cool; acetic acid was removed by evaporation. The solid which remained consisted of pure 1-methyl-s-triazolo(4,3-a)quinoline. The product was recrystallized from ethanol, m.p., 166°-7°C.

Workup

  1. customequipped with a mechanical stirrer and a reflux condenser
  2. temperatureThe reaction mixture was refluxed for twelve hours
  3. temperatureto cool
  4. customacetic acid was removed by evaporation
  5. customThe product was recrystallized from ethanol, m.p., 166°-7°C.

Sources & evidence

ORD record
ord-63f96bff9e244ecb86d711c1e1ded91c
Source dataset
uspto-grants-1976_04
Patent number
US03953457

Reaction notes

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