Hydrazine hydrate (1:1) → 2-Hydrazinyl-3-methylquinoline

HRID 476902Notes

Reaction equation

HRID 476902 reaction equation
[CH3:1][C:2]1[C:3](Cl)=[N:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.O.[NH2:14][NH2:15]>>[NH:14]([C:3]1[C:2]([CH3:1])=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]=1)[NH2:15]

Participants

3

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 3390822-Chloro-3-methylquinoline

Product 1

HCID 141267692-Hydrazinyl-3-methylquinoline

Procedure

73.5 g of 3-methyl-2-chloroquinoline in 102 ml of hydrazine hydrate are heated under reflux for 3 hours. The reaction mixture is cooled and the solid is filtered off, washed and dried. The crystalline mass obtained is recrystallized from isopropanol to give 50.5 g of 2-hydrazino-3-methylquinoline melting at 128° C.

Workup

  1. temperatureunder reflux for 3 hours
  2. temperatureThe reaction mixture is cooled
  3. filtrationthe solid is filtered off
  4. washwashed
  5. customdried
  6. customThe crystalline mass obtained
  7. customis recrystallized from isopropanol

Sources & evidence

ORD record
ord-84d40b1dac914636a4dcdb6e8a7a8269
Source dataset
uspto-grants-1989_12
Patent number
US04886805

Reaction notes

Loading…