Sulfuric Acid → HCID 11737273, compound

HRID 1600369Notes

Reaction equation

HRID 1600369 reaction equation
S(=O)(=O)(O)O.O.[NH2:7][NH2:8].[CH3:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]([CH3:18])=O)=[CH:12][CH:11]=1.[Cl:19][C:20]1[CH:27]=[CH:26][C:23]([CH:24]=O)=[CH:22][CH:21]=1.[I-].[Na+]>>[Cl:19][C:20]1[CH:27]=[CH:26][C:23]([C:24]2[CH:18]=[C:16]([C:13]3[CH:14]=[CH:15][C:10]([CH3:9])=[CH:11][CH:12]=3)[NH:8][N:7]=2)=[CH:22][CH:21]=1

Participants

6

Reactant 5

HCID 1118Sulfuric AcidHCID 5238Sodium IodideHCID 77264-ChlorobenzaldehydeHCID 8500p-METHYLACETOPHENONEHCID 24654Hydrazine hydrate (1:1)

Product 1

HCID 11737273HCID 11737273, compoundYield 92%

Procedure

326.7 parts (2 mol) of sulfuric acid were initiially introduced into the stirring flask. 37.5 parts (0.75 mol) of hydrazine hydrate, 100 parts (0.75 mol) of 4-methylacetophenone, 105 parts (0.75 mol) of 4-chlorobenzaldehyde and 1 part (0.0067 mol) of sodium iodide were meteredin in succession at room temperature. The reaction mixture was brought to 140° C. by distilling off water and kept at 140° C. for 2.5 hours. 140 parts of water were distilled off. The mixture was diluted with500 parts of water and neutralized with 500 parts (12.5 mol) of 20% strength by weight sodium hydroxide solution. After filtering off the solid it was washed until sulfate-free and dried. 189 parts of 3-(4-chlorophenyl)-5-(4-methylphenyl)pyrazole having a purity of 98% (HPLC) were obtained, which corresponds to a yield of 92% of theory. M.p.:228° C.

Workup

  1. customat room temperature
  2. customwas brought to 140° C.
  3. distillationby distilling off water
  4. distillation140 parts of water were distilled off
  5. additionThe mixture was diluted with500 parts of water
  6. filtrationAfter filtering off the solid it
  7. washwas washed until sulfate-free
  8. customdried

Sources & evidence

ORD record
ord-a1bff667685b4c83a9ea42ef0e1c7649
Source dataset
uspto-grants-1998_04
Patent number
US05744614

Reaction notes

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