Water → 2-(4-Carbomethoxyphenyl)-4-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-thiazole

HRID 1591129

Reaktionsgleichung

Reaktionsgleichung von HRID 1591129
[C:1]([C:5]1[CH:13]=[CH:12][C:8]([C:9](=[S:11])[NH2:10])=[CH:7][CH:6]=1)([O:3][CH3:4])=[O:2].Cl[CH2:15][C:16]([C:18]1[CH:19]=[C:20]2[C:25](=[CH:26][CH:27]=1)[C:24]([CH3:29])([CH3:28])[CH2:23][CH2:22][C:21]2([CH3:31])[CH3:30])=O.O>C(O)(C)C.N1C=CC=CC=1>[C:1]([C:5]1[CH:13]=[CH:12][C:8]([C:9]2[S:11][CH:15]=[C:16]([C:18]3[CH:27]=[CH:26][C:25]4[C:24]([CH3:29])([CH3:28])[CH2:23][CH2:22][C:21]([CH3:31])([CH3:30])[C:20]=4[CH:19]=3)[N:10]=2)=[CH:7][CH:6]=1)([O:3][CH3:4])=[O:2]

Komponenten

6

Edukt 3

HCID 962WaterHCID 11401319Methyl 4-carbamothioylbenzoateHCID 147265332-Chloro-1-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)ethanone

Produkt 1

HCID 147265422-(4-Carbomethoxyphenyl)-4-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-thiazoleAusbeute 46,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1049PyridineKatalysatorHCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

3.2 g (16.5 moles) of 4-carbomethoxybenzothiamide and 4.2 g (16 millimoles) of 6-chloroacetyl-1,2,3,4-tetrahydro-1,1,4,4-tetramethylnaphthalene (for preparation see Example 28) in 40 ml of isopropanol were refluxed for 1 hour with the addition of 2 drops of pyridine. The mixture was cooled, water was added and the crystals formed were filtered off under suction. Recrystallization from isopropanol and a trace of water gave 3.0 g the title compound of melting point 138°-140° C.

Aufarbeitung

  1. temperatureThe mixture was cooled
  2. customthe crystals formed
  3. filtrationwere filtered off under suction
  4. customRecrystallization from isopropanol

Quellen und Nachweise

ORD-Eintrag
ord-9e45ef78e54041aba77d1d2fdd700bd3
Quelldatensatz
uspto-grants-1993_04
Patentnummer
US05206242

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