Triethylamine → HCID 20335426, compound

HRID 1706357Notes

Reaction equation

HRID 1706357 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:13](=[O:14])[CH2:12][C:11]([CH3:15])=[N:10]2)=[CH:5][CH:4]=1.C(N(CC)CC)C.[F:23][C:24]1[CH:29]=[CH:28][C:27]([N:30]=[C:31]=[O:32])=[CH:26][CH:25]=1>C1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([N:9]2[C:13](=[O:14])[CH:12]([C:31](=[O:32])[NH:30][C:27]3[CH:28]=[CH:29][C:24]([F:23])=[CH:25][CH:26]=3)[C:11]([CH3:15])=[N:10]2)=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 709554-Fluorophenyl isocyanateHCID 1247322-(4-Methoxyphenyl)-5-methyl-2,4-dihydro-3H-pyrazol-3-one

Product 1

HCID 20335426HCID 20335426, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

The solution of 4.1 g of 1-(p-methoxyphenyl)-3-methyl-2-pyrazolin-5-one in 75 ml of benzene and 2.5 g of triethylamine is combined with 2.75 g of p-fluorophenylisocyanate while stirring at ambient temperature. After standing overnight, the mixture is evaporated, the residue taken up in 0.3 N hydrochloric acid, the resulting crystals collected, washed with water, dried, triturated with ethyl acetate and recrystallized from methanol to yield the 1-(p-methoxyphenyl)-3-methyl-4-(p-fluorophenylcarbamoyl)-2-pyrazolin-5-one of Formula II with R=OCH3, R'=H and R"=F, melting at 254°-256° (dec.).

Workup

  1. customthe mixture is evaporated
  2. customthe resulting crystals collected
  3. washwashed with water
  4. customdried
  5. customtriturated with ethyl acetate
  6. customrecrystallized from methanol

Sources & evidence

ORD record
ord-9a0b1244f1314ad789fe893d56916459
Source dataset
uspto-grants-1980_06
Patent number
US04207317

Reaction notes

Loading…