Sodium Hydroxide → HCID 15023106, compound

HRID 1680958Notes

Reaction equation

HRID 1680958 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][C:5]2[C:6]3[N:14]=[C:13](O)[N:12]([CH3:16])[C:7]=3[CH:8]=[CH:9][C:10]=2[CH:11]=1.P(Cl)(Cl)(Cl)(Cl)[Cl:18].O=P(Cl)(Cl)Cl.[OH-].[Na+]>>[Cl:18][C:13]1[N:12]([CH3:16])[C:7]2[CH:8]=[CH:9][C:10]3[CH:11]=[C:2]([Cl:1])[CH:3]=[N:4][C:5]=3[C:6]=2[N:14]=1

Participants

5

Reactant 4

HCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 24819Phosphorus pentachlorideHCID 178481586HCID 178481586, compound

Product 1

HCID 15023106HCID 15023106, compoundYield 37%

Procedure

7 g (30 mmol) of 7-chloro-2-hydroxy-3-methylimidazo[4,5-h]quinoline are mixed with 7 g (33.6 mmol) of phosphorus pentachloride and 35 ml (0.38 mol) of phosphorus oxytrichloride. The mixture is refluxed for 15 h, then allowed to cool to room temperature and poured into 500 g of ice, the mixture is neutralized with concentrated sodium hydroxide solution, and the precipitate is filtered off with suction. Drying and recrystallization from ethanol result in 2.8 g (37%) of product; melting point 211° to 213° C.

Workup

  1. temperatureThe mixture is refluxed for 15 h
  2. filtrationthe precipitate is filtered off with suction
  3. customDrying
  4. customrecrystallization from ethanol

Sources & evidence

ORD record
ord-199774d9057740cfb11e1b3cabcabcd2
Source dataset
uspto-grants-1992_12
Patent number
US05167695

Reaction notes

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