Hydrochloric Acid → 1-[8-(2-Hydroxyethoxy)-4-(2-methylanilino)quinolin-3-yl]butan-1-one--hydrogen chloride (1/1)

HRID 1647492Notes

Reaction equation

HRID 1647492 reaction equation
[C:1]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1[NH:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[CH3:23])=[CH:13][CH:12]=[CH:11][C:10]=2[O:24][CH2:25][CH2:26][OH:27])(=[O:5])[CH2:2][CH2:3][CH3:4].[ClH:28]>CO>[ClH:28].[C:1]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1[NH:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[CH3:23])=[CH:13][CH:12]=[CH:11][C:10]=2[O:24][CH2:25][CH2:26][OH:27])(=[O:5])[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 9887258HCID 9887258, compound

Product 1

HCID 98872571-[8-(2-Hydroxyethoxy)-4-(2-methylanilino)quinolin-3-yl]butan-1-one--hydrogen chloride (1/1)

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3-Butyryl-4-(2-methylphenylamino)-8-(2-hydroxyethoxy)quinoline (10 g) was suspended in methanol (100 ml) at room temperature, cone. hydrochloric acid added slowly to give a clear solution, then the solvent evaporated. The residue was twice taken up in 2-propanol and re-evaporated, and was then recrystallised from 2-propanol/ether to obtain the desired salt (9.7 g), m.p. 214°-215° C.

Workup

  1. customto give a clear solution
  2. customthe solvent evaporated
  3. customre-evaporated
  4. customwas then recrystallised from 2-propanol/ether

Sources & evidence

ORD record
ord-267a1efba14d473e814bcba360b704fe
Source dataset
uspto-grants-1995_07
Patent number
US05432182

Reaction notes

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