Hydrochloric Acid → HCID 69134263, compound

HRID 969499Notes

Reaction equation

HRID 969499 reaction equation
[CH3:1][C:2]1[N:25]([CH3:26])[C:5]2[CH:6]=[C:7]([C:20]([O:22]CC)=[O:21])[C:8]3[CH2:9][CH2:10][CH:11]([C:14]4[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=4)[NH:12][C:13]=3[C:4]=2[N:3]=1.Cl>O1CCOCC1.[OH-].[Na+]>[CH3:1][C:2]1[N:25]([CH3:26])[C:5]2[CH:6]=[C:7]([C:20]([OH:22])=[O:21])[C:8]3[CH2:9][CH2:10][CH:11]([C:14]4[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=4)[NH:12][C:13]=3[C:4]=2[N:3]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 69134270HCID 69134270, compound

Product 1

HCID 69134263HCID 69134263, compoundYield 88.8%

Reagents, catalysts & solvents 2

HCID 14798Sodium HydroxideSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
100 °C

Procedure

A suspension of 12 g (3.4 mmol) ethyl 2,3-dimethyl-8-phenyl-6,7,8,9-tetrahydro-3H-imidazo[4,5-h]quinoline-5-carboxylate in 20 ml dioxane and 12 ml 2N aqueous sodium hydroxide was heated to 100° C. until no starting material was left. The mixture was cooled down and neutralized with 2N hydrochloric acid. The precipitate was collected, washed with water and dried. The crude product was recrystallized from ethanol to yield 0.97 g (88%) of the title compound as a colourless solid. m.p. 325-326° C.

Workup

  1. waitwas left
  2. temperatureThe mixture was cooled down
  3. customThe precipitate was collected
  4. washwashed with water
  5. customdried
  6. customThe crude product was recrystallized from ethanol

Sources & evidence

ORD record
ord-f85b2304b39849bca26e4040b245d712
Source dataset
uspto-grants-2007_12
Patent number
US07307084B2

Reaction notes

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