Methanol → 5-Tert-butyl-3-(cyclobutylmethyl)thiazol-2(3h)-imine

HRID 254653

Reaktionsgleichung

Reaktionsgleichung von HRID 254653
[C:1]([C:5]1[S:9][C:8]([NH2:10])=[N:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].Br[CH2:12][CH:13]1[CH2:16][CH2:15][CH2:14]1.C(Cl)Cl.C[OH:21]>>[NH4+:7].[OH-:21].[C:1]([C:5]1[S:9][C:8](=[NH:10])[N:7]([CH2:12][CH:13]2[CH2:16][CH2:15][CH2:14]2)[CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Komponenten

6

Edukt 4

HCID 887MethanolHCID 6344DichloromethaneHCID 6764855-tert-Butyl-1,3-thiazol-2-amineHCID 2734658(Bromomethyl)cyclobutane

Produkt 2

HCID 14923Ammonium HydroxideHCID 668515035-Tert-butyl-3-(cyclobutylmethyl)thiazol-2(3h)-imineAusbeute 80 %

Versuchsvorschrift

A mixture of Example 74A (1.56 g, 10 mmol) and (bromomethyl)cyclobutane (1.1 mL, 10 mmol) was warmed to 85° C. and was allowed to stir for 18 h. The mixture was cooled to ambient temperature and the crude material was purified via column chromatography (SiO2, 10% MeOH in EtOAc then 9:1:0.1 CH2Cl2: MeOH:NH4OH) to provide the title compound (1.8 g, 80% yield). MS, DCI, m/z 225 (M+H)+.

Aufarbeitung

  1. customthe crude material was purified via column chromatography (SiO2, 10% MeOH in EtOAc

Quellen und Nachweise

ORD-Eintrag
ord-9058f69e45354b43a0bcb006e1d13a07
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07875640B2

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