Alternatived Products of [ 18645-89-1 ]
Product Details of [ 18645-89-1 ]
| CAS No. : | 18645-89-1 |
MDL No. : | MFCD08729273 |
| Formula : |
C8H7FN2
|
Boiling Point : |
- |
| Linear Structure Formula : | - |
InChI Key : | - |
| M.W : |
150.15
|
Pubchem ID : | - |
| Synonyms : |
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Safety of [ 18645-89-1 ]
| Signal Word: | |
Class: | |
| Precautionary Statements: | |
UN#: | |
| Hazard Statements: | |
Packing Group: | |
Application In Synthesis of [ 18645-89-1 ]
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
- Downstream synthetic route of [ 18645-89-1 ]
| Yield | Reaction Conditions | Operation in experiment |
|
2-Amino-6-fluor-acetanilid, Essigsaeure; |
|
|
(yield)100 percent; |
|
- 2
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[ 18645-89-1 ]
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[ 869663-12-7 ]
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[ 5847-89-2 ]
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[ 5847-89-2 ]
| Yield | Reaction Conditions | Operation in experiment |
|
With potassium hydroxide; hydroxylamine-O-sulfonic acid In tetrahydrofuran; water at 0 - 20℃; for 18h; |
5.A EXAMPLE 5; This example illustrates one protocol for the preparation of 1-[2-(3-chloro-4- n-butoxyphenyl)ethylamino]-4-fluoro-2-methylbenzimidazole (Compound 323 in table below); Step A; Synthesis of l-amino-4-fluoro-2-methylbenzimidazole as an intermediate
Under a nitrogen atmosphere, a stirred solution of 1.0 gram (0.007 mole) of 4-fluoro-2-methylbenzimidazole (known compound) and 2.0 grams (0.036 mole) of potassium hydroxide in 30 mL of 20/1-water/THF was cooled in a cold water bath, and 1.1 grams (0.010 mole) of hydroxylamine-O-sulfonic acid was added in about four equal portions during a 20 minute period. Upon completion of addition, the reaction mixture was allowed to warm to ambient temperature, where it stirred for about 18 hours. After this time a solid precipitate was collected by filtration, washed with water, and dried under vacuum. The solid was triturated with 50 mL of 2/1-ethyl acetate/methanol, and the triturate was concentrated, yielding 0.33 gram of product, which according to the NMR spectrum, consisted of about a 1/1 mixture of the proposed 4-fluorobenzimidazole and its isomer, the 7-fluorobenzimidazole. The isolated product was combined with the isolated product of another run of this reaction. The 4-fluorobenzimidazole and 7-fluorobenzimidazole isomers of the combination were separated by column chromatography on alumina using mixtures of heptane and ethyl acetate. The appropriate fractions containing each isomer were combined and concentrated under reduced pressure, yielding 0.65 gram of the 7-fluorobenzimidazole isomer, and 0.54 gram of the 4-fluorobenzimidazole isomer. The NMR spectra were consistent with the proposed structures. Step B Synthesis of Compound 323 This compound was prepared in accordance with the method of Example 3, Step B, using 0.4 gram (0.002 mole) of 3-chloro-4-n-butoxyphenylacetaldehyde, 0.5 gram (0.014 mole) of l-amino-4-fluoro-2-methylbenzimidazole, 2.0 mL (excess) of acetic acid, and 0.33 gram (0.005 mole) of sodium cyanoborohydride in 20 mL of ethanol. The product was purified by column chromatography on silica gel using mixtures of heptane and ethyl acetate. The fractions containing product were combined and concentrated under reduced pressure, yielding 0.31 gram of Compound 323. The NMR spectrum was consistent with the proposed structure |
- 3
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4-(4-trifluoromethylsulfonyloxyphenoxy)benzyl bromide
[ No CAS ]
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[ 18645-89-1 ]
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4-fluoro-2-methyl-1-[4-(4-trifluoromethylsulfonyloxyphenoxy)benzyl]benzimidazole
[ No CAS ]
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7-fluoro-2-methyl-1-[4-(4-trifluoromethylsulfonyloxyphenoxy)benzyl]benzimidazole
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
|
In N,N-dimethyl-formamide |
P.4 Production Example 4
Production Example 4 To a mixture of anhydrous N,N-dimethylformamide (10 ml) and sodium hydride (60% oil suspension; 29 mg), 4-fluoro-2-methylbenzimidazole (110 mg) was added while stirring, and stirring was continued at room temperature for 1 hour. To the reaction mixture, a solution of 4-(4-trifluoromethylsulfonyloxyphenoxy)benzyl bromide (300 mg) in anhydrous N,N-dimethylformaide (3 ml) was dropwise added, followed by stirring at room temperature for 5 hours. After completion of the reaction, the reaction mixture was poured into water (100 ml) and extracted with toluene (30 ml) two times. The toluene extract was washed with water, dried over anhydrous sodium sulfate and distilled under reduced pressure to eliminate toluene The residue was purified by silica gel column chromatography to give 4-fluoro-2-methyl-1-[4-(4-trifluoromethylsulfonyloxyphenoxy)benzyl]benzimidazole (164 mg) as a colorless liquid nD26 1.5615. From the second fraction, there was obtained 7-fluoro-2-methyl-1-[4-(4-trifluoromethylsulfonyloxyphenoxy)benzyl]benzimidazole (135 mg) as a colorless liquid. nD26 1.5515. |
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