HCID 13911641, compound → HCID 20194726, compound

HRID 653443Notes

Reaction equation

HRID 653443 reaction equation
OO[S:3]([O-:5])=[O:4].[K+].[CH3:7][O:8][CH2:9][CH2:10][O:11][CH2:12][O:13][CH:14]1[CH2:20][CH2:19][CH2:18]S[C:16]2[CH:21]=[C:22]([S:24]([NH2:27])(=[O:26])=[O:25])[S:23][C:15]1=2>O.CO>[CH3:7][O:8][CH2:9][CH2:10][O:11][CH2:12][O:13][CH:14]1[CH2:20][CH2:19][CH2:18][S:3](=[O:5])(=[O:4])[C:16]2[CH:21]=[C:22]([S:24]([NH2:27])(=[O:26])=[O:25])[S:23][C:15]1=2

Participants

5

Reactant 2

HCID 13911641HCID 13911641, compoundHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 20194726HCID 20194726, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of OXONE® (28.9 g, 0.047 mole) in water (200 ml) was added to a stirred suspension of 8-(2-methoxyethoxymethoxy)-5,6,7,8-tetrahydrothieno[3,2-b]thiepin-2-sulfonamide (14.0 g, 0.040 mole) in methanol (250 ml) and the mixture was stirred at ambient temperature for 41 hours. Methanol was evaporated under reduced pressure and the aqueous suspension was extracted with ethyl acetate (3×250 ml). The combined extracts were washed twice with water, dried over sodium sulfate and evaporated under reduced pressure to give 16.62 g (theory 15.42 g) of solvated oily product which was used in the next step without further purification.

Workup

  1. customMethanol was evaporated under reduced pressure
  2. extractionthe aqueous suspension was extracted with ethyl acetate (3×250 ml)
  3. washThe combined extracts were washed twice with water
  4. dry with materialdried over sodium sulfate
  5. customevaporated under reduced pressure
  6. customto give 16.62 g (theory 15.42 g) of solvated oily product which
  7. customwas used in the next step without further purification

Sources & evidence

ORD record
ord-45ee1e6d0ae14fec9fdd11b492659a92
Source dataset
uspto-grants-1987_06
Patent number
US04677115

Reaction notes

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