Phenyl isocyanate → Forchlorfenuron

HRID 325577

Reaktionsgleichung

Reaktionsgleichung von HRID 325577
[Cl:1][C:2]1[CH:7]=[C:6]([NH2:8])[CH:5]=[CH:4][N:3]=1.[C:9]1([N:15]=[C:16]=[O:17])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>CC(C)=O>[Cl:1][C:2]1[CH:7]=[C:6]([NH:8][C:16]([NH:15][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[O:17])[CH:5]=[CH:4][N:3]=1

Komponenten

4

Edukt 2

HCID 7672Phenyl isocyanateHCID 844322-Chloropyridin-4-amine

Produkt 1

HCID 93379Forchlorfenuron

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

To a solution of 257 mg. (2 mmol) of 2-chloro-4-aminopyridine dissolved in ten ml. of dry acetone, 238 mg. (2 mmol) of phenyl isocyanate is added and the mixture is stirred at room temperature for 8 hrs. The solvent is evaporated under a reduced pressure, the residue is chromatographed over alumina, and the column is developed with chloroform. Eluates containing the objective substance are collected, and the solvent is evaporated under a reduced pressure. The residue is recrystallized from acetone-ether mixture and 364 mg. of N-(2-chloro-4-pyridyl)-N'-phenylurea is obtained. Yield, 73.5%, mp 173°-174° C.

Aufarbeitung

  1. customThe solvent is evaporated under a reduced pressure
  2. customthe residue is chromatographed over alumina
  3. additionEluates containing the objective substance
  4. customare collected
  5. customthe solvent is evaporated under a reduced pressure
  6. customThe residue is recrystallized from acetone-ether mixture and 364 mg

Quellen und Nachweise

ORD-Eintrag
ord-eb7cf6246e90440ba4b74833d8ef3cb1
Quelldatensatz
uspto-grants-1984_04
Patentnummer
USRE031550

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