Hydrochloric Acid → Ethyl alpha-cyano-5-nitro-1,2-benziso-thiazole-3-acetate

HRID 277376

Reaktionsgleichung

Reaktionsgleichung von HRID 277376
[O-]CC.[Na+].[Na].[C:6]([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])#[N:7].Cl[C:15]1[C:19]2[CH:20]=[C:21]([N+:24]([O-:26])=[O:25])[CH:22]=[CH:23][C:18]=2[S:17][N:16]=1.Cl>C(O)C>[C:6]([CH:8]([C:15]1[C:19]2[CH:20]=[C:21]([N+:24]([O-:26])=[O:25])[CH:22]=[CH:23][C:18]=2[S:17][N:16]=1)[C:9]([O:11][CH2:12][CH3:13])=[O:10])#[N:7]

Komponenten

7

Edukt 5

HCID 313Hydrochloric AcidHCID 7764Ethyl cyanoacetateHCID 1980981,2-Benzisothiazole, 3-chloro-5-nitro-HCID 2723922Sodium ethoxideHCID 5360545Sodium

Produkt 1

HCID 12607115Ethyl alpha-cyano-5-nitro-1,2-benziso-thiazole-3-acetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A sodium ethoxide solution (previously prepared from ethanol and sodium (1.00 g, 0.0430 mol)) is cooled with an ice-acetone bath, treated portionwise with ethyl cyanoacetate (4.51 g, 0.0398 mol), stirred at room temperature for 30 minutes, treated with 3-chloro-5-nitro-1,2-benzisothiazole (4.27 g, 0.0199 mol), stirred at room temperature overnight, cooled to 0° C., and treated dropwise with 10% hydrochloric acid (15.0 mL). The resultant aqueous mixture is stirred at room temperature for one hour and filtered to obtain a solid. The solid is washed with ethanol and air-dried to give the title product as a yellow solid which is identified by NMR spectral analysis.

Aufarbeitung

  1. temperatureis cooled with an ice-acetone bath
  2. stirringstirred at room temperature overnight
  3. temperaturecooled to 0° C.
  4. stirringThe resultant aqueous mixture is stirred at room temperature for one hour
  5. filtrationfiltered
  6. customto obtain a solid
  7. washThe solid is washed with ethanol
  8. customair-dried

Quellen und Nachweise

ORD-Eintrag
ord-a53a831a911b4c0ba8c9a8a75bd8358a
Quelldatensatz
uspto-grants-2002_03
Patentnummer
US06355796B1

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