Formaldehyde → Benzotriazol-1-ylmethyl-(2-thiophen-2-yl-ethyl)-amine

HRID 1676506Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1676506
[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[N:2]1.[S:10]1[CH:14]=[CH:13][CH:12]=[C:11]1[CH2:15][CH2:16][NH2:17].[CH2:18]=O>CCOCC>[N:1]1([CH2:18][NH:17][CH2:16][CH2:15][C:11]2[S:10][CH:14]=[CH:13][CH:12]=2)[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[N:2]1

Komponenten

5

Edukt 3

HCID 712FormaldehydeHCID 116521ThiopheneethanamineHCID 178418385HCID 178418385, Verbindung

Produkt 1

HCID 86637495Benzotriazol-1-ylmethyl-(2-thiophen-2-yl-ethyl)-amineAusbeute 100,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

To a mixture of 12 g (0.1 mole) benzotriazole and 13 g (0.1 mole) of 2-thiophen-2-yl-ethylamine in 500 mL of ether was added dropwise 7.4 mL (0.1 mole) of 37% aqueous formaldehyde. The reaction mixture was stirred at room temperature overnight. The solution was dried over calcium chloride, filtered and concentrated under pressure. Hexane was added to the residue cooled in an ice bath and the resulting solid was collected by filtration, washing with hexane and then dried to give 26.0 g of benzotriazol-1-ylmethyl-(2-thiophen-2-yl-ethyl)-amine as a light yellow oil (100%).

Aufarbeitung

  1. dry with materialThe solution was dried over calcium chloride
  2. filtrationfiltered
  3. concentrationconcentrated under pressure
  4. additionHexane was added to the residue
  5. temperaturecooled in an ice bath
  6. filtrationthe resulting solid was collected by filtration
  7. washwashing with hexane
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-dd856bbe421f422e85ec2134d5f4d93d
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US08003785B2

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