Tetrahydrofuran → HCID 14700210, compound

HRID 1651512Notes

Reaction equation

HRID 1651512 reaction equation
I([O-])(=O)(=O)=O.[Na+].C1C[O:10]CC1.[CH2:12]([NH:16][C:17]([C:19]1[S:23][C:22]2[S:24][C:25]([S:27]([NH2:30])(=[O:29])=[O:28])=[CH:26][C:21]=2[CH:20]=1)=[O:18])[CH2:13][S:14][CH3:15]>O>[O:10]=[S:14]([CH3:15])[CH2:13][CH2:12][NH:16][C:17]([C:19]1[S:23][C:22]2[S:24][C:25]([S:27]([NH2:30])(=[O:28])=[O:29])=[CH:26][C:21]=2[CH:20]=1)=[O:18]

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 14700209HCID 14700209, compoundHCID 23667635Sodium periodate

Product 1

HCID 14700210HCID 14700210, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Sodium periodate (1.40 g., 6.54 mmoles) was dissolved in water (20 mL). THF (20 mL) was added followed by 5-[N-(3-thia-n-butyl)carbamoyl]thieno[2,3-b]thiophene-2-sulfonamide (1.10 g., 3.27 mmoles) were stirred at room temperature under Argon for 24 hours. The solution was filtered and then stripped of the THF and all but 2-2 mL of water. The product was then crystallized, collected and dried. Recrystallization from nitromethane gave 1.0 g. of 5-[N-(3-oxo-3-thia-n-butyl)carbamoyl]thieno[2,3-b]thiophene-5-sulfonamide, mp 242°-243° C.

Workup

  1. filtrationThe solution was filtered
  2. customThe product was then crystallized
  3. customcollected
  4. customdried
  5. customRecrystallization from nitromethane
  6. customgave 1.0 g

Sources & evidence

ORD record
ord-db00ba5c4aa545359e048085253d22c7
Source dataset
uspto-grants-1990_05
Patent number
US04929549

Reaction notes

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