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4-Aminophenol → 1-methyl-3-trifluoromethyl-5-(4-aminophenoxy)-1H-1,2,4-triazole

HRID 34611
Notes
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Reaction equation

HRID 34611 reaction equation
[OH-].[K+].[CH:3]1[C:8]([NH2:9])=[CH:7][CH:6]=[C:5]([OH:10])[CH:4]=1.[CH3:11][N:12]1[C:16](S(C)(=O)=O)=[N:15][C:14]([C:21]([F:24])([F:23])[F:22])=[N:13]1>CS(C)=O>[CH3:11][N:12]1[C:16]([O:10][C:5]2[CH:6]=[CH:7][C:8]([NH2:9])=[CH:3][CH:4]=2)=[N:15][C:14]([C:21]([F:24])([F:23])[F:22])=[N:13]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 4034-AminophenolHCID 14797Potassium HydroxideHCID 212980981-methyl-3-trifluoromethyl-5-methylsulfonyl-1H-1,2,4-triazole

Product 1

HCID 212981141-methyl-3-trifluoromethyl-5-(4-aminophenoxy)-1H-1,2,4-triazole

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

8 g of pulverised KOH are added to 10.9 g of p-aminophenol in 120 ml of dimethyl sulfoxide, and the mixture is stirred for 1/2 hour. Then 22.9 g of 1-methyl-3-trifluoromethyl-5-methylsulfonyl-1H-1,2,4-triazole are added, the reaction mixture is stirred for a further 2 hours and subsequently poured into 1 liter of ice water. The precipitated product is isolated by filtration, washed with water and dried. Yield: 19.6 g (76% of theory). Melting point: 111°14 112° C.

Workup

  1. stirringthe reaction mixture is stirred for a further 2 hours
  2. customThe precipitated product is isolated by filtration
  3. washwashed with water
  4. customdried
  5. custom111°14 112° C.

Sources & evidence

ORD record
ord-b6d4d59afe9d44019b8ad838f81e0291
Source dataset
uspto-grants-1988_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04762830

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes