Hydrochloric Acid → HCID 21406291, compound

HRID 972203Notes

Reaction equation

HRID 972203 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:9][CH2:10][C:11](=[O:14])[NH:12][N:13]=2)=[CH:4][C:3]=1[Br:15].[N+](C1C=C(S([O-])(=O)=O)C=CC=1)([O-])=O.[Na+].[OH-].[Na+].Cl>O.C(O)(C)C>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:9]=[CH:10][C:11](=[O:14])[NH:12][N:13]=2)=[CH:4][C:3]=1[Br:15]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 31389Sodium 3-nitrobenzenesulfonateHCID 14882917HCID 14882917, compound

Product 1

HCID 21406291HCID 21406291, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3776IsopropanolSolvent

Procedure

3 In a mixture of water and isopropanol (20 : 5) was suspended 0.45 g. of 6-(4-amino-3-bromophenyl)-4,5-dihydro-3(2H)pyridazinone, and to the resulting suspension were added 0.45 g. of sodium m-nitrobenzenesulfonate and 0.27 g. of sodium hydroxide. This mixture was then refluxed with heating for 3.5 hours and allowed to stand to cool. The mixture was neutralized with 6 N hydrochloric acid, and the precipitated yellow crystals were collected by filtration. The so obtained crystals were recrystallized from ethanol - acetone to give 0.4 g. of the desired product of m.p. 266° - 267° C.

Workup

  1. temperatureThis mixture was then refluxed
  2. temperaturewith heating for 3.5 hours
  3. temperatureto cool
  4. filtrationthe precipitated yellow crystals were collected by filtration
  5. customThe so obtained crystals
  6. customwere recrystallized from ethanol - acetone
  7. customto give 0.4 g

Sources & evidence

ORD record
ord-b1e3d30ae46e48f0b92a18c50dda02e3
Source dataset
uspto-grants-1977_10
Patent number
US04052395

Reaction notes

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