Hydrochloric Acid → HCID 9805193, compound

HRID 1835144Notes

Reaction equation

HRID 1835144 reaction equation
O.[OH-].[Li+].[CH3:4][N:5]1[C:10](=[O:11])[C:9]2[C:12]([S:26][CH2:27][CH2:28][CH2:29][C:30]([O:32]C)=[O:31])=[C:13]([CH2:15][C:16]3[C:25]4[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=4)[CH:19]=[CH:18][CH:17]=3)[S:14][C:8]=2[C:7]([CH2:34][CH:35]([CH3:37])[CH3:36])=[N:6]1.Cl>O.O1CCCC1>[CH3:4][N:5]1[C:10](=[O:11])[C:9]2[C:12]([S:26][CH2:27][CH2:28][CH2:29][C:30]([OH:32])=[O:31])=[C:13]([CH2:15][C:16]3[C:25]4[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=4)[CH:19]=[CH:18][CH:17]=3)[S:14][C:8]=2[C:7]([CH2:34][CH:35]([CH3:37])[CH3:36])=[N:6]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 23503262HCID 23503262, compound

Product 1

HCID 9805193HCID 9805193, compoundYield 25.7%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of lithium hydroxide hydrate (0.035 g) in water (1 ml) was added to a solution of methyl 4-{[4,5-dihydro-5-methyl-7-(2-methylpropyl)-2-(1-naphthalenylmethyl)-4-oxothieno[2,3-d]pyridazin-3-yl]thio}butanoate (0.20 g) in tetrahydrofuran (6 ml) at room temperature. After 2 days, 1M hydrochloric acid (20 ml) was added and the mixture was extracted with ethyl acetate (20 ml). The organic extracts were washed with brine, dried, filtered and evaporated. The residue was dissolved in ethyl acetate:isohexane (1:2) and the precipitated solid was collected. The solid was suspended in boiling ethyl acetate (20 ml), cooled and collected to give the title compound (0.05 g).

Workup

  1. extractionthe mixture was extracted with ethyl acetate (20 ml)
  2. washThe organic extracts were washed with brine
  3. customdried
  4. filtrationfiltered
  5. customevaporated
  6. dissolutionThe residue was dissolved in ethyl acetate:isohexane (1:2)
  7. customthe precipitated solid was collected
  8. temperaturecooled
  9. customcollected

Sources & evidence

ORD record
ord-b6e7f642765f4ac882de66c9a1dda609
Source dataset
uspto-grants-2004_08
Patent number
US06770646B2

Reaction notes

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