Hydrazine, propyl- → HCID 54181106, compound

HRID 1576021Notes

Reaction equation

HRID 1576021 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.[CH2:26]([NH:29][NH2:30])[CH2:27][CH3:28]>CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[N:29]([CH2:26][CH2:27][CH3:28])[N:30]=[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 42007Hydrazine, propyl-HCID 54111309HCID 54111309, compound

Product 1

HCID 54181106HCID 54181106, compoundYield 43%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 5.1g of tetrahydro-3,5-bis[(4-chlorophenyl)methylene]-4H-thiopyran-4-one-1,1-dioxide and 0.96g of n-propyl hydrazine in 250ml of methanol is heated at reflux temperature for 45 minutes. The solids which precipitate out are collected by filtration. The crude product is recrystallized twice from acetone/hexane to give 2.5g of the title compound, melting point 208°-210°C.

Workup

  1. temperatureis heated
  2. temperatureat reflux temperature for 45 minutes
  3. customThe solids which precipitate out
  4. filtrationare collected by filtration
  5. customThe crude product is recrystallized twice from acetone/hexane

Sources & evidence

ORD record
ord-9f5fed7b746b4e249cc30e4e57530853
Source dataset
uspto-grants-1976_09
Patent number
US03979381

Reaction notes

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