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

HRID 1578524Notes

Reaction equation

HRID 1578524 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-6cee509447044c32861c8aed90214aec
Source dataset
uspto-grants-1976_02
Patent number
US03937713

Reaction notes

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