Hydrazine, propyl- → HCID 53718695, compound
Reaction equation
[F:1][C:2]([F:31])([F:30])[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](=[O:29])(=[O:28])[CH2:11]2)[CH:6]=[CH:7][CH:8]=1.[CH2:32]([NH:35][NH2:36])[CH2:33][CH3:34]>CO>[CH2:32]([N:35]1[CH:9]([C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:31])([F:30])[F:1])[CH:4]=2)[CH:10]2[CH2:11][S:12](=[O:29])(=[O:28])[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:36]1)[CH2:33][CH3:34]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 2.5g of tetrahydro-3,5-bis[[3-(trifluoromethyl)phenyl]methylene]-4H-thiopyran-4-one-1,1-dioxide and n-propyl hydrazine in 100ml of methanol is heated at reflux temperature for 1 hour. The crystals obtained on cooling to 5°-10°C are collected and dried in vacuo over phorphorus pentoxide at 50°C to yield 1.7g of the title compound, melting point 190°-191°C. The filtrate is diluted with water giving additional crude material which is recrystallized from methanol to give 400mg of the title compound, melting point 191°-193.5°C.
Workup
- temperatureis heated
- temperatureat reflux temperature for 1 hour
- customThe crystals obtained
- temperatureon cooling to 5°-10°C
- customare collected
- customdried in vacuo over phorphorus pentoxide at 50°C
Sources & evidence
- ORD record
- ord-5174a1018aad40978c5c0788be37ef21
- Source dataset
- uspto-grants-1976_09
- Patent number
- US03979381
Reaction notes
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