Hydrazinecarboxaldehyde → Hydrazinecarbothioamide, N-(2-fluorophenyl)-2-formyl-

HRID 2082681Notes

Reaction equation

HRID 2082681 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]=[C:9]=[S:10].[CH:11]([NH:13][NH2:14])=[O:12]>O1CCCC1>[CH:11]([NH:13][NH:14][C:9]([NH:8][C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[F:1])=[S:10])=[O:12]

Participants

4

Reactant 2

HCID 12229HydrazinecarboxaldehydeHCID 975202-Fluorophenyl isothiocyanate

Product 1

HCID 2390670Hydrazinecarbothioamide, N-(2-fluorophenyl)-2-formyl-

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Fifty grams (0.33 mole) of 2-fluorophenylisothiocyanate and 20 g. (0.33 mole) of formylhydrazine were refluxed for 7 hours in 500 ml. of tetrahydrofuran (THF). The reaction mixture was allowed to cool and the insoluble product was collected by filtration. The crude product was washed with water, filtered and dried. The yield was 10 g. of 1-formyl-4-(2-fluorophenyl)-3-thiosemicarbazide, mp. about 148°-149° C.

Workup

  1. temperatureto cool
  2. filtrationthe insoluble product was collected by filtration
  3. washThe crude product was washed with water
  4. filtrationfiltered
  5. customdried

Sources & evidence

ORD record
ord-2ad4d8af70214ae9b242d49f5fffa352
Source dataset
uspto-grants-1978_04
Patent number
US04082762

Reaction notes

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