Phenylhydrazine → HCID 53971195, compound

HRID 1576028Notes

Reaction equation

HRID 1576028 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[C:9]2[C:14](=O)[C:13](=[CH:16][C:17]3[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=3)[CH2:12][S:11](=[O:25])(=[O:24])[CH2:10]2)=[CH:4][CH:3]=1.[C:26]1([NH:32][NH2:33])[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[N:32]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[N:33]=[C:14]3[C:13](=[CH:16][C:17]4[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=4)[CH2:12][S:11](=[O:25])(=[O:24])[CH2:10][CH:9]23)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7516PhenylhydrazineHCID 54111309HCID 54111309, compound

Product 1

HCID 53971195HCID 53971195, compoundYield 65.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 2.0g of tetrahydro-3,5-bis-[(4-chlorophenyl)methylene]-4H-thiopyran-4-one-1,1-dioxide and 0.6g of phenyl hydrazine in 100ml of methanol is heated at reflux temperature for 2 hours and then cooled. The precipitate is collected by filtration and recrystallized from acetone/hexane to give 1.6g of the title compound, melting point 246.5°-249°C.

Workup

  1. temperatureis heated
  2. temperatureat reflux temperature for 2 hours
  3. temperaturecooled
  4. filtrationThe precipitate is collected by filtration
  5. customrecrystallized from acetone/hexane

Sources & evidence

ORD record
ord-7119ce9df21c47b7a717fbc52f171cc6
Source dataset
uspto-grants-1976_09
Patent number
US03979381

Reaction notes

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