Formic Acid → HCID 13958444, compound

HRID 255534Notes

Reaction equation

[NH2:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([C:11]=1[NH:12][CH2:13][CH2:14][N:15]([CH3:17])[CH3:16])=[CH:9][CH:8]=[CH:7][CH:6]=2.[CH:18](O)=O>>[CH3:16][N:15]([CH2:14][CH2:13][N:12]1[C:11]2[C:10]3[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=3[N:4]=[CH:3][C:2]=2[N:1]=[CH:18]1)[CH3:17]

Participants

Reactant 2

HCID 284Formic Acid

HCID 20183589HCID 20183589, compound

Product 1

HCID 13958444HCID 13958444, compound

Procedure

Using the method of Example 137, 3-amino-4-[2-(N,N-dimethylamino)ethylamino]quinoline (from Example 46) was reacted with formic acid to provide 1-[2-(N,N-dimethylamino)ethyl]-1H-imidazo[4,5-c]quinoline. The product was dissolved in ethanol and hydrogen chloride was bubbled into the solution. The precipitate was separated by filtration, washed with ethanol and recrystallized from ethanol. The product was 1-[2-(N,N-dimethylamino)ethyl]-1H-imidazo[4,5-c]quinoline trihydrochloride hydrate, m.p. >250° C. Analysis: Calculated for C14H16N4.3 HCl.H2O: %C, 45.8; %H, 5.5; %N, 15.3: Found: %C, 46.0; %H, 5.2; %N, 15.5.

Sources & evidence

ORD record: ord-7e00b61a9f654cadbc5b7a2d75f4d2d2
Source dataset: uspto-grants-1987_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04698348

Reaction notes

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