Hydrazine hydrate (1:1) → HCID 21219086, compound

HRID 1585653Notes

Reaction equation

HRID 1585653 reaction equation
O.[NH2:2][NH2:3].Cl[C:5]1[N:6]=[C:7]([C:15]2[C:20]([CH3:21])=[CH:19][CH:18]=[CH:17][N:16]=2)[CH:8]=[C:9]2[C:14]=1[N:13]=[CH:12][CH:11]=[CH:10]2>C(O)C>[NH:2]([C:5]1[N:6]=[C:7]([C:15]2[C:20]([CH3:21])=[CH:19][CH:18]=[CH:17][N:16]=2)[CH:8]=[C:9]2[C:14]=1[N:13]=[CH:12][CH:11]=[CH:10]2)[NH2:3]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 21219072HCID 21219072, compound

Product 1

HCID 21219086HCID 21219086, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 98% hydrazine hydrate (7.4 g, 0.148 mol) in ethanol (100 mL) add 8-chloro-6-(3-methyl-2-pyridinyl)-1,7-naphthyridine (8.5 g, 0.0332 mol) and reflux for 2.5 hours. Concentrate the reaction mixture under reduced pressure, triturate the residual solid with water, filter and crystallize the isolated solid from benzene-petroleum ether to obtain the title compound, mp 115-6° C.

Workup

  1. temperaturereflux for 2.5 hours
  2. concentrationConcentrate the reaction mixture under reduced pressure
  3. customtriturate the residual solid with water
  4. filtrationfilter
  5. customcrystallize the isolated solid from benzene-petroleum ether

Sources & evidence

ORD record
ord-13f2937aa097426b9be7762f21bb284b
Source dataset
uspto-grants-1999_08
Patent number
US05939431

Reaction notes

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