Hydrochloric Acid → HCID 9862505, compound

HRID 2299568Notes

Reaction equation

HRID 2299568 reaction equation
[C:1]([C:4]1[C:5]2[CH:12]=[C:11]([O:13][S:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)(=[O:16])=[O:15])[CH:10]=[CH:9][C:6]=2[S:7][CH:8]=1)(=[O:3])C.C1(S(OC2C=CC(SCC#C)=CC=2)(=O)=[O:30])C=CC=CC=1.Cl[O-].[Na+].Cl>O1CCOCC1>[C:17]1([S:14]([O:13][C:11]2[CH:10]=[CH:9][C:6]3[S:7][CH:8]=[C:4]([C:1]([OH:30])=[O:3])[C:5]=3[CH:12]=2)(=[O:15])=[O:16])[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 10924734HCID 10924734, compoundHCID 12049814HCID 12049814, compoundHCID 23665760Sodium Hypochlorite

Product 1

HCID 9862505HCID 9862505, compoundYield 82.4%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
11 °C

Procedure

The compound (9) (6.65 g, 20 mmol) prepared in above (2) was dissolved in dioxane (50 ml), and 10% sodium hypochlorite (46.2 ml) was added over 20 minutes with stirring while maintaining the temperature at 10-12° C. After 7 hours, the reaction mixture was diluted with ice-water (80 ml) and acidified with conc. hydrochloric acid (5.2 ml). The deposited crystals were filtered, washed with water, dried to provide 5.84 g of crude crystals. The 5.84 g of the crude crystals were recrystallized from methanol (66 ml) and water (16 ml) to provide 5.51 g of the title compound (6). Yield: 82.4%. mp 203-204° C.

Workup

  1. filtrationThe deposited crystals were filtered
  2. washwashed with water
  3. customdried
  4. customto provide 5.84 g of crude crystals
  5. customThe 5.84 g of the crude crystals were recrystallized from methanol (66 ml) and water (16 ml)

Sources & evidence

ORD record
ord-415530673edb4fd1909416f3f372f2e2
Source dataset
uspto-grants-2002_12
Patent number
US06495702B2

Reaction notes

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