Ethanol → 5-azido-1,2,7-trimethyl-1H-benzimidazole

HRID 1846438Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1846438
Br[C:2]1[CH:12]=[C:11]([CH3:13])[C:5]2[N:6]([CH3:10])[C:7]([CH3:9])=[N:8][C:4]=2[CH:3]=1.[N-:14]=[N+:15]=[N-:16].[Na+].[Na].O=C1O[C@H]([C@H](CO)O)C(O)=C1O.C(O)C>[Cu]I.O>[N:14]([C:2]1[CH:12]=[C:11]([CH3:13])[C:5]2[N:6]([CH3:10])[C:7]([CH3:9])=[N:8][C:4]=2[CH:3]=1)=[N+:15]=[N-:16]

Komponenten

7

Edukt 4

HCID 702EthanolHCID 33557Sodium AzideHCID 66586226sodium L-ascorbic acidHCID 669781805-bromo-1,2,7-trimethyl-1H-benzimidazole

Produkt 1

HCID 866638995-azido-1,2,7-trimethyl-1H-benzimidazole

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)KatalysatorHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

0.59 g (2.50 mmol) 5-bromo-1,2,7-trimethyl-1H-benzimidazole, 0.32 g (4.9 mmol) sodium azide, 75 mg (0.50 mmol) trans-(1R,2R)—N,N′-bismethyl-1,2-cyclohexane-diamine, 50 mg (0.30 mmol) copper(I) iodide and 50 mg (0.30 mmol) L-ascorbic acid sodium salt were added to 2.0 ml of a mixture of ethanol and water (EtOH/water=7/3) and the mixture was stirred for 1 h at 100° C. Then the EtOH was distilled off and the residue was mixed with water. The precipitate formed was suction filtered, washed with water and diethyl ether and dried.

Aufarbeitung

  1. distillationThen the EtOH was distilled off
  2. additionthe residue was mixed with water
  3. customThe precipitate formed
  4. filtrationfiltered
  5. washwashed with water and diethyl ether
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-68f560f4790a4abab2c43fd861bc7808
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08952014B2

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