Hydrochloric Acid → Dimethenamid

HRID 1382499

Reaktionsgleichung

Reaktionsgleichung von HRID 1382499
S(Cl)(Cl)=O.Cl.[CH3:6][O:7][CH2:8][CH:9]([NH:11][C:12]1[C:16]([CH3:17])=[CH:15][S:14][C:13]=1[CH3:18])[CH3:10].[Cl:19][CH2:20][C:21](Cl)=[O:22]>C1(C)C=CC=CC=1.C1CCCCC1.C(OCC)(=O)C>[CH3:18][C:13]1[S:14][CH:15]=[C:16]([CH3:17])[C:12]=1[N:11]([CH:9]([CH3:10])[CH2:8][O:7][CH3:6])[C:21](=[O:22])[CH2:20][Cl:19]

Komponenten

7

Edukt 4

HCID 313Hydrochloric Acid2×HCID 6577Chloroacetyl chlorideHCID 24386Thionyl ChlorideHCID 1240893-Thiophenamine, N-(2-methoxy-1-methylethyl)-2,4-dimethyl-

Produkt 1

HCID 91744Dimethenamid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1140TolueneLösungsmittel3×HCID 21867204Cyclohexane ethylacetateLösungsmittel

Versuchsvorschrift

0.02 Mol thionylchloride in 5 ml toluene are added dropwise, within 40 minutes, to 0.02 mol N-(1-methoxyprop-2-yl-)-2,4-dimethyltetrahydrothien-3-ylidenimine, dissolved in 10 ml of toluene at 20° . The reaction mixture is stirred for 2 hours whereby the hydrochloride of N-(-1-methoxyprop-2-yl)-2,4-dimethyl-3-aminothiophene is obtained. Then are added 0.02 mol of chloroacetylchloride dissolved in 5 ml toluene. This mixture is heated during 1 hour at reflux, whereby HCl escapes. The title compound is obtained by column chromatography on silica gel with cyclohexane/ethyl acetate (8:2), b.p. 148°-150°/0.03 Torr.

Aufarbeitung

  1. customis obtained
  2. temperatureThis mixture is heated during 1 hour
  3. temperatureat reflux

Quellen und Nachweise

ORD-Eintrag
ord-a2e0e55f28a6462ea7dc0372f2fbed8c
Quelldatensatz
uspto-grants-1989_02
Patentnummer
US04806656

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