Sodium Acetate → HCID 13101160, compound

HRID 543282Notes

Reaction equation

HRID 543282 reaction equation
C([O-])(=O)C.[Na+].Cl[C:7]1[S:8][C:9](Cl)=[C:10]2[C:16]=1[C:15](=[O:17])[C:14]1=[CH:18][S:19][CH:20]=[C:13]1[C:12](=[O:21])[NH:11]2>CN1CCCC1=O.[Pd]>[CH:7]1[S:8][CH:9]=[C:10]2[C:16]=1[C:15](=[O:17])[C:14]1=[CH:18][S:19][CH:20]=[C:13]1[C:12](=[O:21])[NH:11]2

Participants

5

Reactant 2

HCID 517045Sodium AcetateHCID 13766010HCID 13766010, compound

Product 1

HCID 13101160HCID 13101160, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

3.0 g of Pd/C (10%) and 15.0 g (183 millimoles) of finely powedered sodium acetate were added to 19.2 g (63.2 millimoles) of 1,3-dichloro-4,5-dihydrodithieno[3,4-b:3',4'-e]azepine-5,9-dione in 600 ml of 1-methylpyrrolid-2-one, and hydrogenation was carried out in a 2.5 l Rollhofer apparatus for 5 hours under a hydrogen pressure of 200 bar and at 80° C. Thereafter, the mixture was filtered under suction, the residue was washed with pyrrolidone and then H2O, the filtrate was poured onto 5 l of ice water, acidified with concentrated HCl and stirred for a further hour, after which the solid was filtered off under suction with thorough washing with H2O, and the crude product was dried. The yield was 12.6 g (85%) and the melting point 267°-270° C.

Workup

  1. customat 80° C
  2. filtrationThereafter, the mixture was filtered under suction
  3. washthe residue was washed with pyrrolidone
  4. additionH2O, the filtrate was poured onto 5 l of ice water
  5. filtrationafter which the solid was filtered off under suction
  6. washwith thorough washing with H2O
  7. dry with materialthe crude product was dried

Sources & evidence

ORD record
ord-d7b517b4750340e88e2af816dcf64a07
Source dataset
uspto-grants-1987_04
Patent number
US04661591

Reaction notes

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