Ammonium Hydroxide → HCID 178477818, compound

HRID 1292483Notes

Reaction equation

HRID 1292483 reaction equation
[NH:1]1[C:13]2[C:12]3[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=3[N:6]=[C:5](O)[C:4]=2[N:3]=[CH:2]1.P(Cl)(Cl)([Cl:17])=O.[OH-].[NH4+]>CN(C)C=O>[Cl:17][C:12]1[C:13]2[N:1]=[CH:2][NH:3][C:4]=2[C:5]2[N:6]=[CH:7][CH:8]=[CH:9][C:10]=2[CH:11]=1

Participants

5

Reactant 3

HCID 14923Ammonium HydroxideHCID 24813Phosphorus oxychlorideHCID 178517113HCID 178517113, compound

Product 1

HCID 178477818HCID 178477818, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a mixture of 7.7 g (0.0416 mole) of 1H-imidazo[4,5-c]quinolin-4-ol and 50 mL of N,N-dimethylformamide was added in small portions 12 mL (0.13 mole) of phosphorus oxychloride. The mixture was heated on a steam bath for 1.5 hour, poured onto ice and basified with concentrated ammonium hydroxide. The solid precipitate was separated by filtration, washed with water and dried to provide 4-chloro-1H-imidazo[4,5-]quinoline as a tan powder corresponding to the product of Example 18.

Workup

  1. temperatureThe mixture was heated on a steam bath for 1.5 hour
  2. customThe solid precipitate was separated by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-506fc61100f84f8e8f511d15ce1a6c29
Source dataset
uspto-grants-1998_05
Patent number
US05756747

Reaction notes

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