HCID 20520021, compound → HCID 178519505, compound

HRID 2420474Notes

Reaction equation

HRID 2420474 reaction equation
[C:1]([C:9]1[C:14]([N+:15]([O-:17])=[O:16])=[CH:13][CH:12]=[C:11](Cl)[N:10]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.[SH2:20].[Na]>C(O)C>[C:1]([C:9]1[C:14]([N+:15]([O-:17])=[O:16])=[CH:13][CH:12]=[C:11]([SH:20])[N:10]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 20520021HCID 20520021, compoundHCID 53442613Sodium hydrogen sulfide hydrate

Product 1

HCID 178519505HCID 178519505, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
55 °C

Procedure

There were added to a mixture of 200 grams of 2-benzoyl-3-nitro-6-chloropyridine and 1 liter of ethanol with stirring 120 grams of sodium hydrogen sulfide monohydrate in portions. The temperature increased to 55° C. After the addition boiling was carried out for one hour at reflux, the solution filtered and acidified with glacial acetic acid. Upon addition of water, the reaction product crystallized. It was dissolved in dilute sodium hydroxide solution, the solution filtered, and the mercapto compound again precipitated with glacial acetic acid.

Workup

  1. temperatureat reflux
  2. filtrationthe solution filtered
  3. additionUpon addition of water
  4. customthe reaction product crystallized
  5. dissolutionIt was dissolved in dilute sodium hydroxide solution
  6. filtrationthe solution filtered
  7. customthe mercapto compound again precipitated with glacial acetic acid

Sources & evidence

ORD record
ord-894a97a0bf9848a2b37b53fe027e656b
Source dataset
uspto-grants-1978_08
Patent number
US04110455

Reaction notes

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