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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1782527Erstellt: 25. Oktober 2026

Nitric Acid → 4-Methyl-5-(2-nitrooxy-ethyl)-thiazol-2-ylamine

https://huagongshe.com/reaction/1782527

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktNitric AcidHCID 944—
EduktSulfuric AcidHCID 1118—
EduktSodium HydroxideHCID 14798—
Edukt2-Amino-4-methyl-5-hydroxyethylthiazoleHCID 150943—
LösungsmittelWaterHCID 962—
LösungsmittelHexaneHCID 8058—
Produkt4-Methyl-5-(2-nitrooxy-ethyl)-thiazol-2-ylamineHCID 11557499—

Reaktionsbedingungen

Temperatur25 °C

Reaktionsschritte

Subsequently, 4-methyl-5-(2-nitrooxy-ethyl)-thiazole-2-ylamine was prepared by drop-wise addition of 1.59 grams of nitric acid (70%) to 2.48 grams of cooled sulfuric acid (95-98%) at 0-5° C. over a time period of 20 minutes. Following, 4 grams (0.025 moles) of 2-(2-Amino-4-methyl-thiazol-5-yl)-ethanol were added over a time period of 45 minutes at 0-5° C. After the addition was completed, the reaction mixture was stirred for 3 hours at 25° C., and was then added carefully to 50 ml of cold water. The water solution was turned basic with an aqueous solution of 20% sodium hydroxide and the aqueous phase was extracted with three portions of 75 grams of ethyl acetate. The organic extracts were combined, dried over sodium sulfate, filtered and evaporated to dryness under vacuum. Chromatography of the crude product on silica gel (using a mixture of 8:2 ethyl acetate:hexane as eluent) gave 1.8 grams (35% yield) of the product as orange oil having a purity of 98.5% as determined by gas chromatography.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07498445B2
Quelldatensatzuspto-grants-2009_03
ORD IDord-3827bb123715487491da1dadc3313d18
Quellennotizuspto-grants-2009_03