Hydrochloric Acid → HCID 14281042, compound

HRID 867496Notes

Reaction equation

HRID 867496 reaction equation
[CH3:1][CH:2]([N:4]1[CH2:8][CH:7]([CH2:9][O:10][C:11]2[CH:20]=[CH:19][C:18]3[N:17]=[C:16]4[NH:21][C:22](=[O:24])[NH:23][C:15]4=[CH:14][C:13]=3[CH:12]=2)[O:6]C1=O)[CH3:3].[OH-].[Na+].Cl>>[OH:6][CH:7]([CH2:8][NH:4][CH:2]([CH3:3])[CH3:1])[CH2:9][O:10][C:11]1[CH:20]=[CH:19][C:18]2[N:17]=[C:16]3[NH:21][C:22](=[O:24])[NH:23][C:15]3=[CH:14][C:13]=2[CH:12]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 14281037HCID 14281037, compound

Product 1

HCID 14281042HCID 14281042, compound

Procedure

A mixture of 1,3-dihydro-7-[[3-(1-methylethyl)-2-oxo-5-oxazolidinyl]methoxy]-2H-imidazo[4,5-b]quinolin-2-one (3.00 g, 8.8 mmol) and 2N sodium hydroxide solution (25 mL) was refluxed for 5.5 hours and then neutralized by addition of dilute hydrochloric acid solution. A grey solid (2.15 g, 77%) was filtered off, washed with water and air dried. Crystallization from methanol afforded 1,3-dihydro-7-[2-hydroxy-3-[(1-methylethyl)amino]propoxy]-2H-imidazo[4,5-b]quinolin-2-one as a partial hydrate (1.53 g, 55%), m.p. 262°-264° C.

Workup

  1. temperaturewas refluxed for 5.5 hours
  2. filtrationA grey solid (2.15 g, 77%) was filtered off
  3. washwashed with water and air
  4. customdried
  5. customCrystallization from methanol

Sources & evidence

ORD record
ord-c53b63407f334c66b65dd81fffdaaa96
Source dataset
uspto-grants-1988_10
Patent number
US04775674

Reaction notes

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