Stannous Chloride → HCID 19699078, compound

HRID 863023Notes

Reaction equation

HRID 863023 reaction equation
[Cl:1][C:2]1[CH:22]=[C:21]([N+:23]([O-])=O)[CH:20]=[CH:19][C:3]=1[C:4]([N:6]1[CH2:12][CH2:11][C:10]2[CH:13]=[N:14][NH:15][C:9]=2[C:8]2[S:16][CH:17]=[CH:18][C:7]1=2)=[O:5].[Sn](Cl)Cl>C(O)C>[Cl:1][C:2]1[CH:22]=[C:21]([NH2:23])[CH:20]=[CH:19][C:3]=1[C:4]([N:6]1[CH2:12][CH2:11][C:10]2[CH:13]=[N:14][NH:15][C:9]=2[C:8]2[S:16][CH:17]=[CH:18][C:7]1=2)=[O:5]

Participants

4

Reactant 2

HCID 24479Stannous ChlorideHCID 19699129HCID 19699129, compound

Product 1

HCID 19699078HCID 19699078, compoundYield 93.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 1.8 g of 6-(2-chloro-4-nitro-benzoyl)-1,4,5,6-tetrahydropyrazolo[3,4-d]thieno[3,2-b]-azepine in 35 ml of absolute ethanol is added 5.42 g of tin (II) chloride followed by heating at reflux for 1 hour at 80° C. The volatiles are evaporated in vacuo to a residue which is partitioned between 150 ml of ethyl acetate and saturated aqueous NaHC3 the reactants are stirred at room temperature for 1 hour and filtered. The organic layer is separated and washed with 30 ml of brine, dried (Na2SO4) and filtered through a pad of hydrous magnesium silicate. The filtrate is evaporated in vacuo to give 1.55 g of a yellow-orange foam.

Workup

  1. temperatureby heating
  2. customThe volatiles are evaporated in vacuo to a residue which
  3. customis partitioned between 150 ml of ethyl acetate and saturated aqueous NaHC3 the reactants
  4. filtrationfiltered
  5. customThe organic layer is separated
  6. washwashed with 30 ml of brine
  7. dry with materialdried (Na2SO4)
  8. filtrationfiltered through a pad of hydrous magnesium silicate
  9. customThe filtrate is evaporated in vacuo

Sources & evidence

ORD record
ord-0aa6101dc40c41f9a875921a8ff61a8a
Source dataset
uspto-grants-1998_02
Patent number
US05719278

Reaction notes

Loading…