Hydrazine, propyl- → HCID 54060269, compound

HRID 1576024Notes

Reaction equation

HRID 1576024 reaction equation
[F:1][C:2]([F:29])([F:28])[C:3]1[CH:4]=[C:5]([CH:9]=[C:10]2[C:15](=O)[C:14](=[CH:17][C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:27])([F:26])[F:25])[CH:19]=3)[CH2:13][S:12][CH2:11]2)[CH:6]=[CH:7][CH:8]=1.[CH2:30]([NH:33][NH2:34])[CH2:31][CH3:32]>CO>[CH2:30]([N:33]1[CH:9]([C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:29])([F:28])[F:1])[CH:4]=2)[CH:10]2[CH2:11][S:12][CH2:13][C:14](=[CH:17][C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:27])([F:26])[F:25])[CH:19]=3)[C:15]2=[N:34]1)[CH2:31][CH3:32]

Participants

4

Reactant 2

HCID 42007Hydrazine, propyl-HCID 54113421HCID 54113421, compound

Product 1

HCID 54060269HCID 54060269, compoundYield 26.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 4.28g of tetrahydro-3,5-bis-[[3-(trifluoromethyl)phenyl]methylene]-4H-thiopyran-4-one and 962mg of n-propyl hydrazine in 150ml of methanol is heated at reflux temperature for 3 hours and then cooled to room temperature. Solids are collected and washed to give 1.3g of the title compound, melting point 90°-93.5°C. The combined mother liquor and washings are concentrated to 100ml and 15-20ml of water is added to the hot solution. Upon cooling, an additional 1.8g of material is collected and recrystallized from methanol/water to give 1.6g of the title compound, melting point 89°-93°C.

Workup

  1. temperatureis heated
  2. temperatureat reflux temperature for 3 hours
  3. customSolids are collected
  4. washwashed

Sources & evidence

ORD record
ord-80871e491eea4d6eaac24e8dcdbe9106
Source dataset
uspto-grants-1976_09
Patent number
US03979381

Reaction notes

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