Methyl Isocyanate → HCID 54387530, Verbindung

HRID 989225Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 989225
[NH2:1][C:2]1[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:17])([F:16])[F:15])=[CH:9][C:8]=2[Cl:18])[N:5]=[C:4]([CH:19]=[N:20][OH:21])[C:3]=1[S:22]([CH3:24])=[O:23].[CH3:25][N:26]=[C:27]=[O:28]>C([O-])(=O)C.C([O-])(=O)C.C([Sn+2]CCCC)CCC.ClCCl>[CH3:25][NH:26][C:27]([O:21][N:20]=[CH:19][C:4]1[C:3]([S:22]([CH3:24])=[O:23])=[C:2]([NH2:1])[N:6]([C:7]2[C:12]([Cl:13])=[CH:11][C:10]([C:14]([F:17])([F:16])[F:15])=[CH:9][C:8]=2[Cl:18])[N:5]=1)=[O:28]

Komponenten

5

Edukt 2

HCID 12228Methyl IsocyanateHCID 1363524165-amino-1-[2,6-dichloro-4-(trifluoromethyl)-phenyl]-4-methylsulfinyl-1H-pyrazole-3-carboxaldehyde oxime

Produkt 1

HCID 54387530HCID 54387530, VerbindungAusbeute 71,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 9798523Di-n-butyl diacetoxy tinKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-methylsulfinyl-1H-pyrazole-3-carboxaldehyde oxime (1.5 g), methyl isocyanate (0.705 g), and dibutyltin diacetate (2 drops) was stirred in dichloromethane at 20° C. in a sealed bottle for 2 days. The mixture was partitioned between water and dichloromethane, the organic layer dried (Na2SO4) and evaporated and the residue crystallized from ethyl acetate/hexane to give 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-methylsulfinyl-1H-pyrazole-3-carboxaldehyde O-(N-methylcarbamoyl)oxime (1.22 g) m.p.146-147° C. Compound 18.

Aufarbeitung

  1. customThe mixture was partitioned between water and dichloromethane
  2. dry with materialthe organic layer dried (Na2SO4)
  3. customevaporated
  4. customthe residue crystallized from ethyl acetate/hexane

Quellen und Nachweise

ORD-Eintrag
ord-6c8d6e7aadb845f79974c931c71e91a8
Quelldatensatz
uspto-grants-2003_10
Patentnummer
US06638956B2

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