HCID 13769976, compound → HCID 13769978, compound

HRID 542709Notes

Reaction equation

HRID 542709 reaction equation
C[O:2][C:3]([C:5]1[S:6][CH:7]=[CH:8][C:9]=1[NH:10][C:11]1[C:16]([N+:17]([O-])=O)=[CH:15][CH:14]=[CH:13][N:12]=1)=O.[Sn](Cl)(Cl)(Cl)Cl.O.O>Cl.C(O)C>[S:6]1[C:5]2[C:3](=[O:2])[NH:17][C:16]3[CH:15]=[CH:14][CH:13]=[N:12][C:11]=3[NH:10][C:9]=2[CH:8]=[CH:7]1

Participants

5

Reactant 2

HCID 13769976HCID 13769976, compoundHCID 85782573Tin tetrachloride dihydrate

Product 1

HCID 13769978HCID 13769978, compoundYield 56.4%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Procedure

3-(3-Nitropyridin-2-yl)aminothiophene-2-carboxylic acid methylester (14.6 g) is added to a suspension of dihydrate tin chloride (64 g) in conc. HCl (210 ml) and ethanol (235 ml). The reaction mixture is refluxed for 2 hours obtaining the gradual dissolution of the reagents and subsequent precipitation of a solid. After cooling at the room temperature, the solid is filtered and triturated with a saturated solution of NaHCO3, filtered, washed with H2O and dried to give 6.4 g (56%) of the title product, melting at 273°-279° C.

Workup

  1. temperatureThe reaction mixture is refluxed for 2 hours
  2. customobtaining
  3. dissolutionthe gradual dissolution of the reagents and subsequent precipitation of a solid
  4. filtrationthe solid is filtered
  5. customtriturated with a saturated solution of NaHCO3
  6. filtrationfiltered
  7. washwashed with H2O
  8. customdried

Sources & evidence

ORD record
ord-51fc0ccefaa9418c9a6d39e112cb0bf8
Source dataset
uspto-grants-1987_04
Patent number
US04659707

Reaction notes

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