Ethanol → HCID 22624542, compound

HRID 279167Notes

Reaction equation

HRID 279167 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-f9c3f79b6e314f4282e8ef7d2321f4cc
Source dataset
uspto-grants-2002_03
Patent number
US06362206B1

Reaction notes

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