Tetrahydrofuran → HCID 23104489, compound

HRID 2054101Notes

Reaction equation

HRID 2054101 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[NH2:11][C:12]1[CH:16]=[C:15]([CH3:17])[NH:14][N:13]=1.CC(C)([O-])C.[K+].C1COCC1>O>[CH3:17][C:15]1[NH:14][N:13]=[C:12]([NH:11][C:2]2[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=2)[CH:16]=1

Participants

6

Reactant 4

HCID 8028TetrahydrofuranHCID 9590p-FluoronitrobenzeneHCID 931461H-Pyrazol-3-amine, 5-methyl-HCID 23665647Potassium tert-butoxide

Product 1

HCID 23104489HCID 23104489, compoundYield 77.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

0.3 g of 4-fluoronitrobenzene, 0.413 g of 3-amino-5-methylpyrazole, and 0.286 g of potassium tert-butoxide were added to a solution of 2.5 ml of THF. The reaction medium was heated at 60° C. for 7 hours and, after cooling to room temperature, was then poured into a water and ice mixture. The yellow precipitate formed was filtered off, reslurried in water and then dried over P2O5. 0.361 g of 5-methyl-N-(4-nitrophenyl)-1H-pyrazol-3-amine (1) was obtained.

Workup

  1. temperatureafter cooling to room temperature
  2. customThe yellow precipitate formed
  3. filtrationwas filtered off
  4. dry with materialdried over P2O5

Sources & evidence

ORD record
ord-c2daa113a7ae4083bd34e074bd37ecb3
Source dataset
uspto-grants-2008_02
Patent number
US07329288B2

Reaction notes

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