HCID 21479594, compound → HCID 21479628, compound

HRID 2292973Notes

Reaction equation

HRID 2292973 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[CH2:14][CH2:13][CH2:12][N:11]([S:15]([C:18]3[CH:23]=[CH:22][C:21]([N+:24]([O-])=O)=[CH:20][CH:19]=3)(=[O:17])=[O:16])[N:10]=2)[CH:5]=[CH:6][C:7]=1[Cl:8]>C(O)(=O)C.[Fe]>[NH2:24][C:21]1[CH:20]=[CH:19][C:18]([S:15]([N:11]2[CH2:12][CH2:13][CH2:14][C:9]([C:4]3[CH:5]=[CH:6][C:7]([Cl:8])=[C:2]([Cl:1])[CH:3]=3)=[N:10]2)(=[O:17])=[O:16])=[CH:23][CH:22]=1

Participants

4

Reactant 1

HCID 21479594HCID 21479594, compound

Product 1

HCID 21479628HCID 21479628, compound

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 176Acetic AcidSolvent

Procedure

(3,4-Dichlorophenyl)-1-(4-nitrobenzenesulfonyl)-1,4,5,6-tetrahydropyridazine (4.7 g, 11.3 mmol) was suspended in acetic acid at 80° C. Iron filings (3.17 g) were added to this suspension and the resulting reaction mixture was heated at 60°-80° C. until the TLC did not show any starting nitro compound. The mixture was filtered concentrated and purified by column chromatography and recrystallization to give the title compound as a solid: mp 232°-234° C.

Workup

  1. customthe resulting reaction mixture
  2. temperaturewas heated at 60°-80° C. until the TLC
  3. filtrationThe mixture was filtered
  4. concentrationconcentrated
  5. custompurified by column chromatography and recrystallization

Sources & evidence

ORD record
ord-6283ccaa1f3e4e50b4457038d744dd8b
Source dataset
uspto-grants-1997_11
Patent number
US05684151

Reaction notes

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