Water → Methyl 1-methyl-3-(3-bromophenyl)-4-chloropyrazole-5-carboxylate

HRID 2412926Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2412926
[CH3:1][N:2]1[C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][C:4]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([Br:17])[CH:12]=2)=[N:3]1.S(Cl)([Cl:21])(=O)=O.O>C1C=CC=CC=1>[CH3:1][N:2]1[C:6]([C:7]([O:9][CH3:10])=[O:8])=[C:5]([Cl:21])[C:4]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([Br:17])[CH:12]=2)=[N:3]1

Komponenten

5

Edukt 3

HCID 962WaterHCID 24648Sulfuryl chlorideHCID 13370531HCID 13370531, Verbindung

Produkt 1

HCID 13370534Methyl 1-methyl-3-(3-bromophenyl)-4-chloropyrazole-5-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

A reaction mixture was prepared from 13.5 g. of methyl 1-methyl-3-(3-bromophenyl)pyrazole-5-carboxylate and 6.2 g. of sulfuryl chloride in benzene solution. The reaction mixture was heated to refluxing temperature for about 36 hours, and was then cooled and poured into water. The aqueous mixture was extracted with ethyl acetate, and the ethyl acetate extract separated and dried. Removal of the ethyl acetate in vacuo yielded, as a residue, methyl 1-methyl-3-(3-bromophenyl)-4-chloropyrazole-5-carboxylate formed in the above reaction. Recrystallization of the residue from hexane yielded crystalline material melting at 91°-3° C.

Aufarbeitung

  1. customA reaction mixture was prepared from 13.5 g
  2. temperatureThe reaction mixture was heated
  3. temperatureto refluxing temperature for about 36 hours
  4. temperaturewas then cooled
  5. extractionThe aqueous mixture was extracted with ethyl acetate
  6. extractionthe ethyl acetate extract
  7. customseparated
  8. customdried
  9. customRemoval of the ethyl acetate in vacuo
  10. customyielded, as a residue

Quellen und Nachweise

ORD-Eintrag
ord-b63dc983b38846d48f43eeaf6bfffb1c
Quelldatensatz
uspto-grants-1985_01
Patentnummer
US04495195

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