5-METHOXY-2-BENZIMIDAZOLINONE
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5-METHOXY-2-BENZIMIDAZOLINONE
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CAS No:
2080-75-3
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Formula:
C8H8N2O2
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Chemical Name:
5-METHOXY-2-BENZIMIDAZOLINONE
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Synonyms:
5-Methoxy-1H-benzo[d]imidazol-2(3H)-one;5-METHOXY-2-BENZIMIDAZOLINONE;2-Hydroxy-5-methoxybenzimidazole;5-methoxy-1,3-dihydrobenzimidazol-2-one;208-75-3;5-methoxy-3-hydrobenzimidazol-2-one;2-Benzimidazolinone, 5-methoxy-;5-METHOXY-2-HYDROXYBENZIMIDAZOLE;ACMC-20am2l;Esomeprazole Impurity 4
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CAS No:
5-METHOXY-2-BENZIMIDAZOLINONE Basic Attributes
164.16
164.05900
4M8NZB6TTN
DTXSID10343637
2933990090
Characteristics
50.4
0.5
Off-White Crystalline Solid
1.252 g/cm3
255°C (dec.)
174.5ºC at 760 mmHg
59.3ºC
1.565
-20ºC Freezer
1.2mmHg at 25°C
5-METHOXY-2-BENZIMIDAZOLINONE Use and Manufacturing
Intermediate 37:[0168] Intermediate 36 (7.3 g, 30.6 mmol) was dissolved in DMF (70 mL). To this solution was added anhydrous KIntermediate 37:[0168] Intermediate 36 (7.3 g, 30.6 mmol) was dissolved in DMF (70 mL). To this solution was added anhydrous KStep 1. A mixture of 5-methoxy-lH-benzo[d]imidazol-2(3H)-one (200 mg, 1.22 mmol), cesium carbonate (873 mg, 2.68 mmol) and tert-butyl 2-bromoacetate (0.38 mL, 2.56 mmol) in acetone (10 mL) was sealed and heated in an oil bath at 65 C for 6 h. The reaction mixture was filtered and concentrated in vacuo, taken up into DCM (20 mL), washed it with 5% citric acid and brine, dried over MgS04, filtered and concentrated in vacuo. The residual solid was triturated with 4: 1 hexanes-EtOAc (10 mL) and dried in vacuo to afford di-tert-butyl 2, 2'-(5-fluoro2-oxo-lH-benzo[d]imidazole-l, 3(2H)-diyl)diacetate (351 mg) as a white solid. LC-MS (Condition AW-1) retention time = 1.28 min; m/z = 281.1 [M-2(t-Bu)+H]+. (Column: Waters Aquity BEH C18 2.1 X 50 mm 1.7-muiotaeta- particles; Solvent A = 100% Water/ 0.05% TFA; Solvent B = 100% Acetonitrile/0.05% TFA; Flow Rate = 0.8 mL/min. Start % B = 2; Final % B = 98; Gradient Time = 1.5 minutes; Wavelength = 220 nm).
5-METHOXY-2-BENZIMIDAZOLINONE is a useful synthetic intermediate. Benzimidazole derivative. An intermediate for a novel class of 2-{3-oxospiro[isobenzofuran -1(3H),4'-piperidin]-1'-yl}benzimidazole NPY Y5 receptor antagonist.
Computed Properties
Molecular Weight:164.16
XLogP3:0.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:164.058577502
Monoisotopic Mass:164.058577502
Topological Polar Surface Area:50.4
Heavy Atom Count:12
Complexity:196
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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