Hydrochloric Acid → HCID 19973400, compound

HRID 1452407Notes

Reaction equation

HRID 1452407 reaction equation
[CH3:1][O:2][CH:3]1[C:8]2[C:9](=[O:18])[C:10]3[C:15]([C:16](=[O:17])[C:7]=2[CH:6]=[C:5]([C:19]([O:21]C)=[O:20])[S:4]1)=[CH:14][CH:13]=[CH:12][CH:11]=3.[OH-].[Na+].O.Cl>C1COCC1>[CH3:1][O:2][CH:3]1[C:8]2[C:9](=[O:18])[C:10]3[C:15]([C:16](=[O:17])[C:7]=2[CH:6]=[C:5]([C:19]([OH:21])=[O:20])[S:4]1)=[CH:14][CH:13]=[CH:12][CH:11]=3

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962Water2×HCID 14798Sodium HydroxideHCID 10860039HCID 10860039, compound

Product 1

HCID 19973400HCID 19973400, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

Methyl 1-methoxy-5,10-dioxo-5,10-dihydro-1H-naphtho [2,3-c] thiine-3-carboxylate (106 mg, 0.33 mmol) was dissolved in THF (2 ml). 1.75M solution of sodium hydroxide (0.32 mg, 0.55 mmol) was added dropwise at 0° C. followed by water (0.5 ml). The reaction mixture was stirred at 0° C. for 3 hours, then water (10 ml) was added, and the reaction mixture was acidified to pH=3 with 5% hydrochloric acid. After that, the reaction mixture was extracted with dichloromethane (5×5 ml). Organic fractions were evaporated to dryness. The residue 98 mg (crude) was used in the next step.

Workup

  1. extractionAfter that, the reaction mixture was extracted with dichloromethane (5×5 ml)
  2. customOrganic fractions were evaporated to dryness

Sources & evidence

ORD record
ord-d11f05481fc144059d5d876b6213263a
Source dataset
uspto-grants-1997_02
Patent number
US05606037

Reaction notes

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