Hydrochloric Acid → HCID 19592297, compound

HRID 613514Notes

Reaction equation

HRID 613514 reaction equation
C([O:5][C:6]([CH2:8][S:9][C:10]1[C:19]2[C:14](=[C:15]([NH:20][C:21](=[O:30])[C:22]3[C:27]([Cl:28])=[CH:26][CH:25]=[CH:24][C:23]=3[Cl:29])[CH:16]=[CH:17][CH:18]=2)[N:13]=[CH:12][C:11]=1[C:31]([O:33][CH2:34][CH3:35])=[O:32])=[O:7])(C)(C)C.Cl>C(OCC)(=O)C>[C:6]([CH2:8][S:9][C:10]1[C:19]2[C:14](=[C:15]([NH:20][C:21](=[O:30])[C:22]3[C:27]([Cl:28])=[CH:26][CH:25]=[CH:24][C:23]=3[Cl:29])[CH:16]=[CH:17][CH:18]=2)[N:13]=[CH:12][C:11]=1[C:31]([O:33][CH2:34][CH3:35])=[O:32])([OH:7])=[O:5]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 19592439HCID 19592439, compound

Product 1

HCID 19592297HCID 19592297, compoundYield 87.8%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of 4-(tert-butoxycarbonylmethylthio)-8-(2,6-dichlorobenzoylamino)-3-ethoxycarbonylquinoline (140 mg) in 4N solution of hydrogen chloride in ethyl acetate was allowed to stand for 1 hour at ambient temperature. The mixture was concentrated in vacuo, and the residue was dissolved in ethyl acetate. The solution was washed with brine, dried over magnesium sulfate and evaporated in vacuo to give 4-carboxymethylthio-8-(2,6-dichlorobenzoylamino)-3-ethoxycarbonylquinoline (110 mg).

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washThe solution was washed with brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-37475a3aee0846c48701b0a562186354
Source dataset
uspto-grants-1999_12
Patent number
US06008230

Reaction notes

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