Phenyl isocyanate → HCID 178518860, compound

HRID 1606525Notes

Reaction equation

HRID 1606525 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].C1(N=[C:20]=[O:21])C=CC=CC=1>C1(OC2C=CC=CC=2)C=CC=CC=1>[C:20]1([OH:21])[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 7672Phenyl isocyanateHCID 85111Quinoline, 2-hydrazinyl-

Product 1

HCID 178518860HCID 178518860, compound

Reagents, catalysts & solvents 1

HCID 7583Diphenyl EtherSolvent

Procedure

2-Hydrazinoquinoline (15.9 grams; 0.1 mole) was placed in a 250-milliliter three-necked flask equipped with a condenser, along with 70 milliliters of diphenyl ether. To the flask was then added 11.9 grams (0.1 mole) of phenyl isocyanate. The reaction mixture was allowed to reflux for three hours, cooled, and allowed to stand at room temperature overnight. In the morning the precipitate, the desired s-triazolo(4,3-a)quinolin-1-ol product, was filtered off and recrystallized from water. The product so obtained melted at 133.5°-4.5°C.

Workup

  1. temperatureto reflux for three hours
  2. temperaturecooled
  3. filtrationIn the morning the precipitate, the desired s-triazolo(4,3-a)quinolin-1-ol product, was filtered off
  4. customrecrystallized from water

Sources & evidence

ORD record
ord-9c7a20602c9e4321a79a975c6362ae98
Source dataset
uspto-grants-1976_04
Patent number
US03953457

Reaction notes

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