Cyanogen Bromide → HCID 21543672, compound

HRID 1606527Notes

Reaction equation

HRID 1606527 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].[N:13]#[C:14][Br:15]>CO>[BrH:15].[NH2:13][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

4

Reactant 2

HCID 10476Cyanogen BromideHCID 85111Quinoline, 2-hydrazinyl-

Product 1

HCID 21543672HCID 21543672, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-Hydrazinoquinoline (25.0 grams) was placed in a 3-liter flask (three-necked, equipped with a condenser) containing 1500 milliliters of methanol. To this flask was added 17 grams of cyanogen bromide. The reaction mixture was refluxed for six hours, at which time it was cooled. The reaction mixture was then evaporated down to approximately 200 milliliters. This solution was then poured into 1 liter of absolute ether. The precipitate which formed was washed with an aliphatic naphtha solvent. This precipitate, the desired 1 -amino-s-triazolo(4,3-a)quinoline hydrobromide, was separated by filtration.

Workup

  1. custom(three-necked, equipped with a condenser)
  2. temperatureThe reaction mixture was refluxed for six hours, at which time it
  3. temperaturewas cooled
  4. customThe reaction mixture was then evaporated down to approximately 200 milliliters
  5. additionThis solution was then poured into 1 liter of absolute ether
  6. customThe precipitate which formed
  7. washwas washed with an aliphatic naphtha solvent
  8. customThis precipitate, the desired 1 -amino-s-triazolo(4,3-a)quinoline hydrobromide, was separated by filtration

Sources & evidence

ORD record
ord-eb82cfe6bf6148128cddf3d8098c9086
Source dataset
uspto-grants-1976_04
Patent number
US03953457

Reaction notes

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