Alternatived Products of [ 14527-26-5 ]
Product Details of [ 14527-26-5 ]
| CAS No. : | 14527-26-5 |
MDL No. : | MFCD00135509 |
| Formula : |
C2H8N2O4S2
|
Boiling Point : |
- |
| Linear Structure Formula : | - |
InChI Key : | NNBBQNFHCVVQHZ-UHFFFAOYSA-N |
| M.W : |
188.23
|
Pubchem ID : | 75270 |
| Synonyms : |
|
Safety of [ 14527-26-5 ]
| Signal Word: | Warning |
Class: | N/A |
| Precautionary Statements: | P280-P305+P351+P338 |
UN#: | N/A |
| Hazard Statements: | H302 |
Packing Group: | N/A |
| GHS Pictogram: |
|
Application In Synthesis of [ 14527-26-5 ]
* 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.
- Upstream synthesis route of [ 14527-26-5 ]
- Downstream synthetic route of [ 14527-26-5 ]
- 1
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[ 5754-35-8 ]
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[ 14527-26-5 ]
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[ 82892-14-6 ]
- 2
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[ 24242-20-4 ]
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[ 14527-26-5 ]
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5-guanidinopicolinic acid sulfate
[ No CAS ]
- 3
-
[ 14527-26-5 ]
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[ 52854-14-5 ]
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[ 90860-54-1 ]
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[ 138972-73-3 ]
- 4
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[ 4921-62-4 ]
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[ 14527-26-5 ]
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[ 144-55-8 ]
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[ 543-27-1 ]
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[ 69811-32-1 ]
| Yield | Reaction Conditions | Operation in experiment |
|
With hydrogenchloride; sodium hydroxide; In water; isopropyl alcohol; |
EXAMPLE 9 This example illustrates methods, according to the invention, of preparing the 2-alkoxycarbonylamino compounds of the invention where a mixture of the mono and the 1,3-bis(alkoxycarbonylamino)-S-methylisothiourea is prepared and used in situ. In this example a mixture of 2.5 g. of S-methyl-2-thiopseudourea sulfate, 4 g. of iso-butyl chloroformate and 8 ml. of water is stirred in an ice bath. To this mixture is added 5.5 ml. of 20%, by wt., of aqueous sodium hydroxide, in three portions and stirring is continued for 2 hours after which time the mixture is extracted with 30 ml. of chloroform. This chloroform extract is added to a stirred mixture of 3 g. of beta-amino-beta-phenylethylamine dihydrochloride and 12 ml. of 10%, by wt., of aqueous sodium hydroxide in 30 ml. of isopropanol. After ten days, the mixture is evaporated in vacuo to dryness and the residue is stirred with 100 ml. of 0.5N hydrochloric acid for 20 minutes. The resulting solution is washed with ethyl ether four times and twice with toluene. Saturated solution of aqueous sodium bicarbonate is added and the resulting precipitate is collected, stirred with distilled water, recollected and dried in vacuo at 55 C., affording 1.84 g. of crude 2-iso-butoxycarbonylamino-4,5-dihydro-4-phenylimidazole, m.p. 184-187 C. Recrystallization from 20 ml. of benzene gives 1.5 g. of pure product, m.p. 192-193 C. |
- 5
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[ 14527-26-5 ]
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[ 87-13-8 ]
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[ 53554-29-3 ]
| Yield | Reaction Conditions | Operation in experiment |
| 61% |
With hydrogenchloride; sodium hydroxide; In ethanol; |
Reference Example 1 ethyl 2-methylthio-4-hydroxypyrimidine-5-carboxylate To a 4N sodium hydroxide solution (200 mL) was added S-methylisothioureasulfate (55.6 g, 0.2 mol), and after stirring for 30 min, at room temperature a solution of diethyl ethoxymethylenemalonate (80.8 mL, 0.35 mol) in ethanol (100 mL) was dropwise added slowly over 1 h. After stirring for 18 h, the precipitated crystals were collected by filtration, washed several times with cold ethanol and the obtained crystals were added to 1N hydrochloric acid (300 mL). The mixture was stirred for 30 min and the precipitated crystals were collected by filtration, washed several times with cold water and dried with heating under vacuum to give the title compound (26 g, 61%) as crystals. 1H-NMR (delta ppm, CDCl3): 1.42 (3H, t, J=7.0 Hz), 2.60 (3H, s), 4.44 (2H, q, J=7.0 Hz), 8.76 (1H, s), 13.25 (1H, br) |
- 6
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[ 14527-26-5 ]
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[ 103438-86-4 ]
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[ 105-56-6 ]
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C12H8FN3O2S
[ No CAS ]
- 7
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[ 3775-73-3 ]
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[ 14527-26-5 ]
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(3R)-3-carbamimidamidobutanoic acid
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
| 83% |
With sodium hydroxide; In methanol; water; at 20℃; for 72.0h; |
Synthesis of Compound 219 (fi)-Aminobutyric acid SM01 (750 mg, 7.27 mmol) and 2-methyl-2-thiopseudourea sulfate (MTS, 1 .21 g, 4.36 mmol) were suspended in methanol (4 m L). After addition of 3N sodium hydroxide in water (2.62 mL, 1 .09 eq.), the clear solution was stirred for 3 days at room temperature. Subsequently, the white precipitate was filtered off and washed with water/methanol (15 mL, 1 /2). The white powder was air dried for 1 hour and then put under high vacuum for 2 days to yield the (3R)-3-carbamimidamidobutanoic acid (21 9) as a white solid (879 mg, 83%) ; 1 H-NMR (300 MHz, D20) : 5 3.81 (m , 1 H), 2.31 (m, 2H), 1 .15 (d, 3H) ; ES(pos)MS m/z 146.1 (M+H+). |
- 8
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[ 14527-26-5 ]
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[ 105-53-3 ]
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[ 1979-98-2 ]
| Yield | Reaction Conditions | Operation in experiment |
|
With sodium hydroxide; In ethanol; for 4h;Reflux; |
General procedure: To a stirred solution of 2-methyl-2-thiopseudourea sulfate (8.35 g, 60 mmol) in ethanol 120 mL was added 1,3-dicarbonyl derivatives (50 mmol) and sodium hydroxide (2.4 g, 60mmol) at room temperature, and then heated at refluxed for 4 h. After this time, the reaction mixture was cooled to room temperature, the residue was precipitated and filtered, yielding compounds 3 as white solid. The solid was dried in vacuum and used directly to react with POCl3 (40 mL) in the presence of NEt3 (5.05 g, 50 mmol) heated at reflux for 3 h. The solvent was evaporated under reduced pressure, the residue was dissolved in 100 mL ethyl acetate and washed with saturated sodium bicarbonate, saturated sodium chloride, dried (MgSO4), filtered, and concentrated under reduced pressure. The desired products 4-chloro-2-(methylthio)pyrimidines 4a-4f were obtained by recrystallization from the mixed solvent of EtOAc-petroleum ether. Yields, melting points and spectroscopic data for selected 2-(methylsulfonyl)pyrimidines are listed as follows. |
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