Ethanol → HCID 22624542, compound

HRID 1636685Notes

Reaction equation

HRID 1636685 reaction equation
[O:1]=[C:2]1[N:6]([C:7]2[CH:12]=[CH:11][C:10]([NH:13][C:14](=O)[O:15]C3C=CC=CC=3)=[CH:9][CH:8]=2)[N:5]=[CH:4][N:3]1[C:23]1[CH:28]=[CH:27][C:26]([O:29][CH2:30][C:31]([F:36])([F:35])[CH:32]([F:34])[F:33])=[CH:25][CH:24]=1.C(O)C.O.[NH2:41][NH2:42]>O1CCCC1>[O:1]=[C:2]1[N:6]([C:7]2[CH:8]=[CH:9][C:10]([NH:13][C:14](=[O:15])[NH:41][NH2:42])=[CH:11][CH:12]=2)[N:5]=[CH:4][N:3]1[C:23]1[CH:28]=[CH:27][C:26]([O:29][CH2:30][C:31]([F:35])([F:36])[CH:32]([F:34])[F:33])=[CH:25][CH:24]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 24654Hydrazine hydrate (1:1)HCID 22624543HCID 22624543, compound

Product 1

HCID 22624542HCID 22624542, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Phenyl 4-[5-oxo-4-[4-(2,2,3,3-tetrafluoropropoxy)-phenyl]-1H,4H-1,2,4-triazol-1-yl]phenylcarbamate (5.6 g) was added to a mixture of ethanol (100 ml) and tetrahydrofuran (100 ml). To the resulting mixture was added hydrazine hydrate (3 g) with stirring. The resultant was stirred at 80° C. for 2 hours and concentrated under reduce pressure to about 20 ml. After water (100 ml) was added, the precipitated crystals were collected by filtration, washed with ethanol and dried under reduced pressure to give 4-[4-[5-oxo-4-[4-(2,2,3,3-tetrafluoropropoxy)phenyl]-1H,4H-1,2,4-triazol-1-yl]phenyl]semicarbazide (4.8 g, 98%) as colorless prisms.

Workup

  1. stirringThe resultant was stirred at 80° C. for 2 hours
  2. concentrationconcentrated
  3. additionAfter water (100 ml) was added
  4. filtrationthe precipitated crystals were collected by filtration
  5. washwashed with ethanol
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-9039ea971cf4472c83d5c4cd666cf8da
Source dataset
uspto-grants-2000_03
Patent number
US06034248

Reaction notes

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