Hydrazine, propyl- → HCID 53718695, compound

HRID 1576023Notes

Reaction equation

HRID 1576023 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

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

  1. temperatureis heated
  2. temperatureat reflux temperature for 1 hour
  3. customThe crystals obtained
  4. temperatureon cooling to 5°-10°C
  5. customare collected
  6. 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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