Hydrazine → N,N-Diethyl-5-(trifluoromethyl)-1H-indazol-3-amine

HRID 1283714Notes

Reaction equation

HRID 1283714 reaction equation
[CH2:1]([N:3]([CH2:17][CH3:18])[C:4](=[NH:16])[C:5]1[CH:10]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:8]=[CH:7][C:6]=1Br)[CH3:2].[NH2:19]N>C(O)CCC>[CH2:1]([N:3]([CH2:17][CH3:18])[C:4]1[C:5]2[C:6](=[CH:7][CH:8]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:10]=2)[NH:19][N:16]=1)[CH3:2]

Participants

4

Reactant 2

HCID 9321HydrazineHCID 215161672-Bromo-N,N-diethyl-5-(trifluoromethyl)benzene-1-carboximidamide

Product 1

HCID 21516162N,N-Diethyl-5-(trifluoromethyl)-1H-indazol-3-amine

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A mixture of 5.0 g. of N,N-diethyl-2-bromo-5-trifluoromethylbenzamidine and 2.0 ml. of 95% hydrazine are refluxed in butanol for 12 hours. Evaporating the solution, treating the residue with ether and filtering gives 3-diethylamino-5-trifluoromethylindazole.

Workup

  1. additionA mixture of 5.0 g
  2. customEvaporating the solution
  3. additiontreating the residue with ether
  4. filtrationfiltering

Sources & evidence

ORD record
ord-d379bb1eddcd410fbd705f9b721a60d9
Source dataset
uspto-grants-1976_08
Patent number
USRE028939

Reaction notes

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