Sodium Methoxide → HCID 54339002, compound

HRID 477957Notes

Reaction equation

HRID 477957 reaction equation
[S:1]1[C:7]2[C:8](=[C:11](C(OCC)=O)[C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH2:9][S:10][C:6]=2[CH2:5][NH:4][CH2:3][CH2:2]1.C[O-].[Na+]>C(O)C>[S:1]1[C:7]2[C:8](=[CH:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH2:9][S:10][C:6]=2[CH2:5][N:4]=[CH:3][CH2:2]1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 20144889HCID 20144889, compound

Product 1

HCID 54339002HCID 54339002, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

(cb) 2.56 g of diethyl [3,4-dihydrothieno[2,3-f][1,4]thiazepin-8(5H)-ylidene]malonate was suspended in 15.6 ml of ethanol and, after the addition of 4.3 ml of 2N ethanolic sodium methylate solution, the mixture was heated to reflux until the reaction was completed. The solvent was removed in vacuo and the residue was taken up in 60 ml of water and extracted several times with methylene chloride. After washing the organic phases with water and drying with sodium sulfate, they were chromatographed on silica gel. After recrystallization, there was obtained ethyl [6,7-dihydrothieno[2,3-f][1,4]thiazepine-8-(5H)-ylidene]acetate in the form of yellowish crystals, m.p. 86°-87° (ethanol).

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux until the reaction
  3. customThe solvent was removed in vacuo
  4. extractionextracted several times with methylene chloride
  5. washAfter washing the organic phases with water
  6. dry with materialdrying with sodium sulfate, they
  7. customwere chromatographed on silica gel
  8. customAfter recrystallization

Sources & evidence

ORD record
ord-0674e0f4cf954d2391c1d7cbe947eaba
Source dataset
uspto-grants-1989_12
Patent number
US04889848

Reaction notes

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