1-[(2-hydroxy-2-oxidohydrazino)(imino)methyl]-3,5-dimethyl-1H-pyrazole → HCID 178513196, compound

HRID 1930746Notes

Reaction equation

HRID 1930746 reaction equation
[F:1][C:2]1[CH:8]=[C:7]([O:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3[N:17]=[C:18]([CH2:21][O:22][C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)[NH:19][CH:20]=3)=[CH:12][CH:11]=2)[CH:6]=[CH:5][C:3]=1[NH2:4].CC1C=C(C)[N:32]([C:36](=[N:38][N+:39]([O-:41])=[O:40])N)N=1>CO>[F:1][C:2]1[CH:8]=[C:7]([O:9][C:10]2[CH:11]=[CH:12][C:13]([C:16]3[N:17]=[C:18]([CH2:21][O:22][C:23]4[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=4)[NH:19][CH:20]=3)=[CH:14][CH:15]=2)[CH:6]=[CH:5][C:3]=1[NH:4][C:36]([NH2:32])=[N:38][N+:39]([O-:41])=[O:40]

Participants

4

Reactant 2

HCID 762781-[(2-hydroxy-2-oxidohydrazino)(imino)methyl]-3,5-dimethyl-1H-pyrazoleHCID 178507749HCID 178507749, compound

Product 1

HCID 178513196HCID 178513196, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a sealed glass tube suitable for microwave heating, 2-fluoro-4-{4-[2-(phenoxymethyl)-1H-imidazol-4-yl]phenoxy}aniline (0.6 g, 1.6 mmol) and 3,5-dimethyl-N′-nitro-1H-pyrazole-1-carboximidamide (0.296 g, 1.6 mmol) in 5 ml of methanol are heated at 150° C. in a microwave oven (Biotage, Emrys Optimiser) for 2700 seconds. The reaction medium is evaporated to dryness. After passing the residue obtained through a silica column (eluent dichloromethane/ethanol 98/2), a solid is obtained in the form of white powder.

Workup

  1. temperatureIn a sealed glass tube suitable for microwave heating
  2. customThe reaction medium is evaporated to dryness
  3. customobtained through a silica column (eluent dichloromethane/ethanol 98/2)
  4. customa solid is obtained in the form of white powder

Sources & evidence

ORD record
ord-69fc1b6d5b57476d8e573885b50e185d
Source dataset
uspto-grants-2012_05
Patent number
US08188133B2

Reaction notes

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