Ammonia → HCID 22402418, compound

HRID 2226122Notes

Reaction equation

HRID 2226122 reaction equation
C([O:4][CH2:5][CH2:6][O:7][CH2:8][N:9]1[C:21]2[C:20]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[N:14]=[C:13]([NH2:22])[C:12]=2[N:11]=[CH:10]1)(=O)C.N>CO>[OH:4][CH2:5][CH2:6][O:7][CH2:8][N:9]1[C:21]2[C:20]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[N:14]=[C:13]([NH2:22])[C:12]=2[N:11]=[CH:10]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 15222809HCID 15222809, compound

Product 1

HCID 22402418HCID 22402418, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A 2.1 g portion of 1-[(2-acetoxyethoxy)-methyl]-1H-imidazo[4,5-c]quinolin-4-amine was combined with 25 mL of 15% ammonia in methanol and stirred at room temperature for about 16 hours. The resulting precipitate was collected, rinsed with ether and dried to provide 1.1 g of a solid. This solid was recrystallized from 50 mL of ethanol to provide 0.8 g of 1-[(2-hydroxyethoxy)]methyl-1H-imidazo[4,5c]quinolin-4-amine as a yellow crystalline solid, m.p. 210°-212° C. Analysis: Calculated for C13H14N4O2 : % C, 60.4; % H, 5.5; % N, 21.7; Found: % C, 60.3; % H, 5.5; % N, 21.5.

Workup

  1. customThe resulting precipitate was collected
  2. washrinsed with ether
  3. customdried

Sources & evidence

ORD record
ord-629788195b914bf18dd67633b3cb7577
Source dataset
uspto-grants-1994_09
Patent number
US05346905

Reaction notes

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