Ammonia → HCID 14700377, compound

HRID 2248091Notes

Reaction equation

HRID 2248091 reaction equation
Cl[C:2]1[C:11]2[N:12]=[CH:13][N:14]([CH2:15][C:16]([CH3:18])=[CH2:17])[C:10]=2[C:9]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[N:3]=1.[NH3:19]>>[CH3:18][C:16](=[CH2:17])[CH2:15][N:14]1[C:10]2[C:9]3[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=3[N:3]=[C:2]([NH2:19])[C:11]=2[N:12]=[CH:13]1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 14700376HCID 14700376, compound

Product 1

HCID 14700377HCID 14700377, compound

Procedure

The product 4-chloro-1-(2-methyl-2-propenyl)-1H-imidazo[4,5-c]quinoline from above was reacted with 18% methanolic ammonia as described in Example 10 below to yield a solid. The solid was extracted with hot ethanol, leaving an insoluble residue. The extracts were concentrated to about 20% of their original volume to provide white solid product, 1-(2-methyl-2-propenyl)-1H-imidazo[4,5-c]quinolin-4-amine, m.p. 290°-294° C. Analysis: Calculated for C14H14N4 : %C, 70.6; %H, 5.9; %N, 23.5; Found: %C, 70.6; %H, 6.0; %N, 23.6.

Workup

  1. customto yield a solid
  2. extractionThe solid was extracted with hot ethanol
  3. customleaving an insoluble residue
  4. concentrationThe extracts were concentrated to about 20% of their original volume

Sources & evidence

ORD record
ord-50967eea9b1f46439718a15cf119f208
Source dataset
uspto-grants-1991_08
Patent number
US05037986

Reaction notes

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