Hydrochloric Acid → HCID 13958432, compound

HRID 255527Notes

Reaction equation

HRID 255527 reaction equation
Cl.Cl.[NH2:3][CH2:4][CH2:5][CH2:6][C:7]1[N:8]([CH3:21])[C:9]2[C:18]3[CH:17]=[C:16]([CH3:19])[CH:15]=[CH:14][C:13]=3[N:12]=[CH:11][C:10]=2[N:20]=1.[OH-].[Na+].Cl.[C:25](OC(=O)C)(=[O:27])[CH3:26]>O>[C:25]([NH:3][CH2:4][CH2:5][CH2:6][C:7]1[N:8]([CH3:21])[C:9]2[C:18]3[CH:17]=[C:16]([CH3:19])[CH:15]=[CH:14][C:13]=3[N:12]=[CH:11][C:10]=2[N:20]=1)(=[O:27])[CH3:26]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7918Acetic AnhydrideHCID 14798Sodium HydroxideHCID 13958452HCID 13958452, compound

Product 1

HCID 13958432HCID 13958432, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A sample of 2-(3-aminopropyl)-1,8-dimethyl-1H-imidazo[4,5-c]quinoline dihydrochloride (from Example 147) was dissolved in water. Excess sodium hydroxide was added to neutralize the hydrochloric acid and then excess acetic anhydride was added. The precipitate was separated by filtration, washed with water, and recrystallized from water to provide 2-(3-acetamidopropyl)-1,8-dimethyl-1H-imidazo[4,5-c]quinoline, m.p. 213°-215° C. Analysis: Calculated for C17H20N4O: %C, 68.9; %H, 6.8; %N, 18.9; Found: %C, 68.8; %H, 6.8; %N, 19.0.

Workup

  1. customThe precipitate was separated by filtration
  2. washwashed with water
  3. customrecrystallized from water

Sources & evidence

ORD record
ord-c82b488de55f46f299c3e5cc1440afa3
Source dataset
uspto-grants-1987_10
Patent number
US04698348

Reaction notes

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