Mci-186 → HCID 20335442, compound

HRID 1706363Notes

Reaction equation

HRID 1706363 reaction equation
[C:1]1([N:7]2[C:11](=[O:12])[CH2:10][C:9]([CH3:13])=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:14]([N:16]([CH2:19][CH3:20])[CH2:17][CH3:18])[CH3:15].[N+:21]([C:24]1[CH:29]=[CH:28][C:27]([N:30]=[C:31]=[O:32])=[CH:26][CH:25]=1)([O-:23])=[O:22]>C1C=CC=CC=1>[CH2:14]([NH+:16]([CH2:19][CH3:20])[CH2:17][CH3:18])[CH3:15].[C:1]1([N:7]2[C:11](=[O:12])[CH:10]([C:31](=[O:32])[NH:30][C:27]3[CH:26]=[CH:25][C:24]([N+:21]([O-:23])=[O:22])=[CH:29][CH:28]=3)[C:9]([CH3:13])=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 4021Mci-186HCID 8471TriethylamineHCID 66012Benzene, 1-isocyanato-4-nitro-

Product 1

HCID 20335442HCID 20335442, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

The suspension of 3.0 g of 1-phenyl-3-methyl-2-pyrazolin-5-one in 60 ml benzene is treated with 2.0 g of triethylamine, warmed until dissolution and combined with 2.8 g of p-nitrophenylisocyanate in 30 ml of benzene while stirring. After standing for several hours at room temperature, it is filtered and the residue washed with benzene to yield the 1-phenyl-3-methyl-4-(p-nitrophenylcarbamoyl)-2-pyrazolin-5-one triethylammonium salt melting at 185°-192°.

Workup

  1. temperaturewarmed until dissolution
  2. waitAfter standing for several hours at room temperature
  3. filtrationit is filtered
  4. washthe residue washed with benzene

Sources & evidence

ORD record
ord-69428708b9bc4dd5bb954907e068cf8f
Source dataset
uspto-grants-1980_06
Patent number
US04207317

Reaction notes

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