5-METHOXY-2-BENZIMIDAZOLINONE Chemical Properties

Melting point:

255°C (dec.)

Boiling point:

174.5±19.0 °C(Predicted)

Density 

1.252±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,2-8°C

solubility 

DMSO, Methanol (Slightly)

form 

Solid

pka

11.53±0.30(Predicted)

color 

Off-White to Dark Brown

BRN 

141043

CAS DataBase Reference

2080-75-3(CAS DataBase Reference)

MSDS

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5-METHOXY-2-BENZIMIDAZOLINONE Usage And Synthesis

Chemical Properties

Off-White Crystalline Solid

Uses

Benzimidazole derivative. An intermediate for a novel class of 2-{3-oxospiro[isobenzofuran -1(3H),4'-piperidin]-1'-yl}benzimidazole NPY Y5 receptor antagonist.

Uses

Benzimidazole derivative. An intermediate for a novel class of 2-{3-oxospiro[isobenzofuran-1(3H),4''-piperidin]-1''-yl}benzimidazole NPY Y5 receptor antagonist. An impurity of Esomeprazole, which is a gastric proton-pump inhibitor.

Uses

5-METHOXY-2-BENZIMIDAZOLINONE is a useful synthetic intermediate.

Synthesis

General procedure for the synthesis of 5-methoxy-1H-benzo[d]imidazol-2(3H)-one from 1,2-diamino-4-iodobenzene: Preparation of intermediate 37: Intermediate 36 (7.3 g, 30.6 mmol) was dissolved in N,N-dimethylformamide (DMF, 70 mL). Anhydrous potassium carbonate (K2CO3, 4.7 g, 33.7 mmol) was added to this solution and the mixture was heated to reflux (130 °C) for 5 h of reaction. After completion of the reaction, the solvent was removed by distillation under reduced pressure, the residue was poured into ice water and the aqueous phase was extracted with ethyl acetate (EtOAc). The organic layers were combined, dried over anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure. The resulting yellow solid was recrystallized from ethanol (EtOH) to give 5-methoxy-1H-benzo[d]imidazol-2(3H)-one (Intermediate 37, 3.6 g, 72% yield) as a yellow solid with a melting point of 249-251 °C.

References

[1] Patent: WO2012/3418, 2012, A2. Location in patent: Page/Page column 71

5-METHOXY-2-BENZIMIDAZOLINONE(2080-75-3)Related Product Information

• N,N-Diisopropylethylamine
• 2-Methylimidazole
• Indole-3-carboxylic acid
• 5-Aminosalicylic acid
• Esomeprazole Impurity 3
• Esomeprazole Impurity 17
• 5-methoxy-3H-benzooxazole-2-thione
• Esomeprazole Impurity 8
• Esomeprazole Impurity 14
• Esomeprazole Impurity 25
• Esomeprazole Impurity
• Esomeprazole Impurity 15
• 2-Acetoxymethyl1-3-Methyl-4-
• 2-ChloroMethyl-4-Methoxy-3,5-diMethylpyridine 1-Oxide
• 2-(((5-hydroxy-1H-benzo[d]iMidazol-2-yl)sulfinyl)Methyl)-3,5-diMethylpyridin-4(1H)-one
• N-oxide impurity
• Esomeprazole Impurity 5
• N-(4-Methoxy-3,5-diMethyl-2-pyridinyl)Methyl OMeprazole Sulfone