Calcium Chloride → HCID 23337044, compound

HRID 866933Notes

Reaction equation

HRID 866933 reaction equation
Cl[C:2]1[C:7]2[CH2:8][CH2:9][C:10]3[CH:16]=[C:15]([O:17][CH2:18][CH3:19])[CH:14]=[CH:13][C:11]=3[S:12][C:6]=2[CH:5]=[CH:4][CH:3]=1.[Cu](C#N)[C:21]#[N:22].[Cl-].[Ca+2].[Cl-].O.N>S([O-])([O-])(=O)=O.[Cu+2].O>[C:21]([C:2]1[C:7]2[CH2:8][CH2:9][C:10]3[CH:16]=[C:15]([O:17][CH2:18][CH3:19])[CH:14]=[CH:13][C:11]=3[S:12][C:6]=2[CH:5]=[CH:4][CH:3]=1)#[N:22]

Participants

7

Reactant 4

HCID 5284359Calcium ChlorideHCID 12896473Azane;hydrateHCID 23337057HCID 23337057, compoundHCID 178418260HCID 178418260, compound

Product 1

HCID 23337044HCID 23337044, compound

Reagents, catalysts & solvents 2

HCID 24462Copper SulfateCatalystHCID 962WaterSolvent

Procedure

The mixture of 520mg of 9-chloro-10,11-dihydro-2-ethoxydibenzo-[b,f]thiepin, 0.1g of copper sulfate, 1g of copper cyanide and 20ml of N-methylpyrrodlidone was refluxed with stirring for 15hrs., while preventing the moisture with calcium chloride. After cooling, to this was added 20ml of conc. ammonia water and 100ml of water, and the mixture was extracted. The extract was washed with water, dried over anhydrous potassium carbonate and, the solvent was evaporated to obtain the residue. This was chromatographed on silica gel, eluted with the mixed solvent of benzene and n-hexane (4:1) and there was otained 150mg of 9-cyano-10,11-dihydro-2-ethoxydibenzo[b,f]thiepin having a melting point of 124°to 126° C as colorless powdered crystals.

Workup

  1. temperaturewas refluxed
  2. temperatureAfter cooling
  3. extractionthe mixture was extracted
  4. washThe extract was washed with water
  5. dry with materialdried over anhydrous potassium carbonate
  6. customthe solvent was evaporated
  7. customto obtain the residue
  8. customThis was chromatographed on silica gel
  9. washeluted with the mixed solvent of benzene and n-hexane (4:1) and there
  10. customa melting point of 124°to 126° C

Sources & evidence

ORD record
ord-3f1df3f720ba40f290fdad1dcdf2bae2
Source dataset
uspto-grants-1978_07
Patent number
US04101667

Reaction notes

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