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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 846090Erstellt: 24. Oktober 2026

Hexamethylenetetramine → 5-Formylthiophene-2-Carbonitrile

https://huagongshe.com/de/reaction/846090

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHexamethylenetetramineHCID 4101—
EduktN-bromobutanimideHCID 67184—
Edukt5-Methylthiophene-2-carbonitrileHCID 312733—
Edukt5-(Bromomethyl)thiophene-2-carbonitrileHCID 10560016—
KatalysatorBenzoyl PeroxideHCID 7187—
LösungsmittelAcetic AcidHCID 176—
LösungsmittelWaterHCID 962—
LösungsmittelCarbon TetrachlorideHCID 5943—
LösungsmittelChloroformHCID 6212—
Produkt5-Formylthiophene-2-CarbonitrileHCID 1228000444,8%

Reaktionsschritte

8 g of 5-bromomethylthiophene-2-carbonitrile (prepared by brominating 5.7 g of 5-methylthiophene-2-carbonitrile and 8.42 g of N-bromosuccinimide in 68 ml of carbon tetrachloride under exposure to light and with the addition of 185 mg of benzoyl peroxide) is refluxed for 30 minutes in 35 ml of chloroform with 5.6 g of hexamethylenetetramine. The precipitated salt is suctioned off and refluxed in 30 ml of acetic acid and 30 ml of water for 2 hours. After extraction with ether, washing of the ether phase with water, drying, and evaporation, 2.43 g of 5-cyanothiophene-2-aldehyde is obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05135937
Quelldatensatzuspto-grants-1992_08
ORD IDord-f77561e20add459dad6676d9ede1dd19
Quellennotizuspto-grants-1992_08