Ammonia → 2-(dimethoxymethyl)-5-methyl-4-(trifluoromethyl)-1H-imidazole

HRID 43467

Reaktionsgleichung

Reaktionsgleichung von HRID 43467
[CH2:1]1[C:6](=O)[N:5](Cl)C(=O)[CH2:2]1.[F:9][C:10]([F:21])([F:20])C(C1(C)SCCCS1)=O.[CH3:22][O:23][CH:24]([O:27][CH3:28])[CH:25]=O.[NH3:29]>C(#N)C.[N+]([O-])([O-])=O.[Ag+]>[CH3:22][O:23][CH:24]([O:27][CH3:28])[C:25]1[NH:29][C:1]([CH3:2])=[C:6]([C:10]([F:21])([F:20])[F:9])[N:5]=1

Komponenten

7

Edukt 4

HCID 222AmmoniaHCID 31398ChlorosuccinimideHCID 162650Acetaldehyde, 2,2-dimethoxy-HCID 866484802,2,2-Trifluoro-1-(2-methyl-1,3-dithian-2-yl)ethanone

Produkt 1

HCID 675492182-(dimethoxymethyl)-5-methyl-4-(trifluoromethyl)-1H-imidazole

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 24470Silver NitrateKatalysatorHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

NCS (870 mg, 6.51 mmol) and silver nitrate (1.48 g, 8.71 mmol) were dissolved in acetonitrile (40 mL) and distilled water (10 mL). 2,2,2-Trifluoro-1-(2-methyl-1,3-dithian-2-yl)ethanone obtained in Example (36a) (500 mg, 2.17 mmol) was added, and the mixture was stirred for 40 minutes. Thereafter, dimethoxyacetaldehyde (5.76 M aqueous solution, 0.4 mL, 23.0 mmol) and 28% aqueous ammonia (2 mL) were added, and the mixture was stirred at room temperature for 18 hours. The reaction solution was filtered through celite and then concentrated under reduced pressure. The resulting compound was used for the next reaction without purification.

Aufarbeitung

  1. distillationdistilled water (10 mL)
  2. stirringthe mixture was stirred at room temperature for 18 hours
  3. filtrationThe reaction solution was filtered through celite
  4. concentrationconcentrated under reduced pressure
  5. customThe resulting compound was used for the next reaction without purification

Quellen und Nachweise

ORD-Eintrag
ord-3540bec67c3547b392f9605095eb2780
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08536197B2

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