Ammonia → HCID 20184552, Verbindung

HRID 2309907Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2309907
N[C:2]1[CH:23]=[CH:22][C:5]2[N:6]=[C:7]([C:9]3[CH:14]=[CH:13][C:12]([O:15][S:16]([CH3:19])(=[O:18])=[O:17])=[CH:11][C:10]=3[O:20][CH3:21])[NH:8][C:4]=2[CH:3]=1.N([O-])=[O:25].[Na+].N>C(O)(=O)C.O>[OH:25][C:2]1[CH:23]=[CH:22][C:5]2[N:6]=[C:7]([C:9]3[CH:14]=[CH:13][C:12]([O:15][S:16]([CH3:19])(=[O:17])=[O:18])=[CH:11][C:10]=3[O:20][CH3:21])[NH:8][C:4]=2[CH:3]=1

Komponenten

6

Edukt 3

HCID 222AmmoniaHCID 20184521HCID 20184521, VerbindungHCID 23668193Sodium Nitrite

Produkt 1

HCID 20184552HCID 20184552, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 962WaterLösungsmittel2×

Versuchsvorschrift

An amount of 3.2 (9.6 mmol) of 5-amino-2-(2'-methoxy-4'-methanesulfonyloxy-phenyl)-benzimidazole was dissolved in 509 ml of glacial acetic acid, and then a solution of 1.38 gm (20 mmol) of sodium nitrite in 5.0 ml of water was added dropwise, under stirring. After one hour, the mixture was diluted with 100 ml of water, and the solution was refluxed for 1.5 hours. Subsequent to cooling, the solution was adjusted to a pH of 5 with concentrated ammonia and extracted three times, each time with 40 ml of methyl ethyl ketone, and the extracts are dried and concentrated by evaporation in vacuo. The oily residue was chromatographed over 500 gm of aluminium oxide (neutral) (eluant: methylene chloride with 8% ethanol).

Aufarbeitung

  1. temperaturethe solution was refluxed for 1.5 hours
  2. temperatureSubsequent to cooling
  3. extractionextracted three times
  4. dry with materialeach time with 40 ml of methyl ethyl ketone, and the extracts are dried
  5. concentrationconcentrated by evaporation in vacuo
  6. customThe oily residue was chromatographed over 500 gm of aluminium oxide (neutral) (eluant: methylene chloride with 8% ethanol)

Quellen und Nachweise

ORD-Eintrag
ord-e4646a5dfaa24a84839f13b93ac13ab1
Quelldatensatz
uspto-grants-1987_09
Patentnummer
US04696931

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