Hydrazine hydrate (1:1) → HCID 54042176, compound

HRID 903630Notes

Reaction equation

HRID 903630 reaction equation
[C:1]([C:3]1[C:8]2[CH2:9][C:10](=O)[C:11]3[CH:17]=[C:16]([F:18])[CH:15]=[CH:14][C:12]=3[S:13][C:7]=2[CH:6]=[CH:5][CH:4]=1)#[N:2].O.[NH2:21][NH2:22]>C(O)C>[C:1]([C:3]1[C:8]2[CH2:9][C:10](=[N:21][NH2:22])[C:11]3[CH:17]=[C:16]([F:18])[CH:15]=[CH:14][C:12]=3[S:13][C:7]=2[CH:6]=[CH:5][CH:4]=1)#[N:2]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 12687106HCID 12687106, compound

Product 1

HCID 54042176HCID 54042176, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The mixture of 0.3 g of 9-cyano-2-fluoro-10,11-dihydrodibenzo[b,f]thiepin-11-one, 0.3 g of 100% hydrazine hydrate and 10 ml of ethanol was heated under reflux on waterbath for 5 hours. The reaction mixture was concentrated to 5 ml to separate crystals on cooling, which was collected by filtration. Recrystallization from ethanol afforded 0.3 g of 9-cyano-2-fluoro-10,11-dihydrodibenzo[b,f]thiepin-11-one hydrazone as pale yellow needles having a melting point of 220°-222° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux on waterbath for 5 hours
  3. concentrationThe reaction mixture was concentrated to 5 ml
  4. customto separate crystals
  5. temperatureon cooling
  6. filtrationwhich was collected by filtration
  7. customRecrystallization from ethanol

Sources & evidence

ORD record
ord-097f471260d1477dae01f1ac6651826d
Source dataset
uspto-grants-1980_10
Patent number
US04228284

Reaction notes

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