Stannous chloride dihydrate → HCID 21467148, compound

HRID 2255968Notes

Reaction equation

HRID 2255968 reaction equation
O.O.Cl[Sn]Cl.[Cl:6][C:7]1[CH:24]=[C:23]([N+:25]([O-])=O)[CH:22]=[CH:21][C:8]=1[C:9]([N:11]1[CH2:17][CH2:16][CH:15]=[CH:14][C:13]2[S:18][CH:19]=[CH:20][C:12]1=2)=[O:10]>C(O)C>[Cl:6][C:7]1[CH:24]=[C:23]([NH2:25])[CH:22]=[CH:21][C:8]=1[C:9]([N:11]1[CH2:17][CH2:16][CH:15]=[CH:14][C:13]2[S:18][CH:19]=[CH:20][C:12]1=2)=[O:10]

Participants

4

Reactant 2

HCID 61436Stannous chloride dihydrateHCID 21467155HCID 21467155, compound

Product 1

HCID 21467148HCID 21467148, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
75 °C

Procedure

To a solution of 2.36 g of SnCl2.2H2O in 13 ml of ethanol is added 0.70 g of 4-(2-chloro-4-nitrobenzoyl)-5,6-dihydro-4H-thieno[3,2-b]azepine. The mixture is heated at 75° C. for one hour, cooled to room temperature and concentrated under vacuum to 10 ml. The mixture is chilled in an ice bath and 1M NaHCO3 added slowly. The mixture is extracted with 100 ml ethyl acetate and then with 80 ml of ethyl acetate. The extracts are combined, washed with brine and dried (Na2SO4). The extract is passed through a thin pad of hydrous magnesium silicate and the pad washed with ethyl acetate. The filtrate is concentrated to give a solid which is crystallized from ethyl acetate to give white crystals, m.p. 192°-200° C.

Workup

  1. temperaturecooled to room temperature
  2. concentrationconcentrated under vacuum to 10 ml
  3. temperatureThe mixture is chilled in an ice bath
  4. addition1M NaHCO3 added slowly
  5. extractionThe mixture is extracted with 100 ml ethyl acetate
  6. washwashed with brine
  7. dry with materialdried (Na2SO4)
  8. washthe pad washed with ethyl acetate
  9. concentrationThe filtrate is concentrated
  10. customto give a solid which
  11. customis crystallized from ethyl acetate
  12. customto give white crystals, m.p. 192°-200° C.

Sources & evidence

ORD record
ord-fd93c7171b7d4ccba6b3fba01de18ec0
Source dataset
uspto-grants-1997_08
Patent number
US05654297

Reaction notes

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