4,5-Dimethyl-1,2-phenylenediamine → 2-Butyl-5,6-dimethyl-1H-benzimidazole

HRID 274331

Reaktionsgleichung

Reaktionsgleichung von HRID 274331
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([NH2:9])=[C:4]([NH2:10])[CH:3]=1.Cl.[C:12](=N)(OCC)[CH2:13][CH2:14][CH2:15][CH3:16]>>[CH2:13]([C:12]1[NH:10][C:4]2[CH:3]=[C:2]([CH3:1])[C:7]([CH3:8])=[CH:6][C:5]=2[N:9]=1)[CH2:14][CH2:15][CH3:16]

Komponenten

3

Edukt 2

HCID 766354,5-Dimethyl-1,2-phenylenediamineHCID 12283341Ethyl pentanimidate hydrochloride

Produkt 1

HCID 149873242-Butyl-5,6-dimethyl-1H-benzimidazoleAusbeute 74,9 %

Versuchsvorschrift

Using the procedure of Step A of Example 1, 2.04 g of 4,5-dimethyl-1,2-phenylene diamine and 3.73 g of ethyl pentanimidoate hydrochloride [J.A.C.S., Vol. 64, p. 1827 (1942)] were reacted to obtain 3.48 g of crude product which was chromatographed on silica (eluant: methylene chloride-methanol (9-1)) to obtain 2.27 g of the expected compound melting at 110° C. An analytical sample was prepared by crystallization of 120 mg of the product from isopropyl ether to obtain 88 mg of product melting at 110° C.

Aufarbeitung

  1. customwere reacted
  2. customto obtain 3.48 g of crude product which
  3. customwas chromatographed on silica (eluant: methylene chloride-methanol (9-1))

Quellen und Nachweise

ORD-Eintrag
ord-c2f14fc9d5a04ecbbf4a97766e582427
Quelldatensatz
uspto-grants-1995_02
Patentnummer
US05389634

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