Oxalyl chloride → Carbonyl benzimidazole

HRID 1072539Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1072539
[C:1](Cl)(=[O:5])[C:2](Cl)=O.COC1CCC(C(O)=O)CC1.NC1C=CC(C2[NH:26][C:27]3[CH:33]=[CH:32][C:31](N)=[CH:30][C:28]=3[N:29]=2)=CC=1>C(Cl)Cl.CN(C=O)C.N1C=CC=CC=1>[C:1](=[C:2]1[N:29]=[C:28]2[CH:30]=[CH:31][CH:32]=[CH:33][C:27]2=[N:26]1)=[O:5]

Komponenten

7

Edukt 3

HCID 65578Oxalyl chlorideHCID 736153Rac-(1r,4r)-4-methoxycyclohexane-1-carboxylic acidHCID 178507432HCID 178507432, Verbindung

Produkt 1

HCID 22387228Carbonyl benzimidazole

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 6228DimethylformamideKatalysatorHCID 1049PyridineLösungsmittelHCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

Bis-4-methoxyclohexyl carbonyl benzimidazole was synthesized as follows: Oxalyl chloride, (1.07. ml, 2 M in CH2Cl2) was added to 4-methoxy-cyclohexane carboxylic acid (0.338 g, 2.14 mmole) followed by one drop DMF. The mixture was allowed to react at RT for 1.0 hour. To the above solution was added 2-(4-aminophenyl)-6-amino-benzimidazole (0.200 g, 0.89 mmole) in pyridine (2 ml). The reaction was heated to 60° C. overnight. The reaction was cooled and the precipitate filtered and washed with NaHCO3 and hexanes.

Aufarbeitung

  1. customto react at RT for 1.0 hour
  2. temperatureThe reaction was cooled
  3. filtrationthe precipitate filtered
  4. washwashed with NaHCO3 and hexanes

Quellen und Nachweise

ORD-Eintrag
ord-cfd0421849c2497a88f7d19f0c404465
Quelldatensatz
uspto-grants-2005_06
Patentnummer
US06911462B2

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