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| Type | HazMat fee for 500 gram (Estimated) |
| Excepted Quantity | USD 0.00 |
| Limited Quantity | USD 15-60 |
| Inaccessible (Haz class 6.1), Domestic | USD 80+ |
| Inaccessible (Haz class 6.1), International | USD 150+ |
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| Accessible (Haz class 3, 4, 5 or 8), International | USD 200+ |
Structure of 39687-95-1
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
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Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
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| CAS No. : | 39687-95-1 |
| Formula : | C4H5NO2 |
| M.W : | 99.09 |
| SMILES Code : | O=C(OC)C[N+]#[C-] |
| MDL No. : | MFCD00000006 |
| GHS Pictogram: |
|
| Signal Word: | Danger |
| Hazard Statements: | H301-H312-H332-H314 |
| Precautionary Statements: | P280-P305+P351+P338-P310 |
| Class: | 8(6.1) |
| UN#: | 2922 |
| Packing Group: | Ⅱ |
* 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.

[ 104-53-0 ]
[ 3337-62-0 ]
[ 39687-95-1 ]
[ 120-57-0 ]
[ 3337-62-0 ]
[ 39687-95-1 ]
[ 3337-62-0 ]
[ 39687-95-1 ]
[ 99-61-6 ]
[ 3337-62-0 ]
[ 39687-95-1 ]
[ 100-52-7 ]
[ 3337-62-0 ]
[ 39687-95-1 ]
[ 123-38-6 ]
[ 3337-62-0 ]
[ 39687-95-1 ]
[ 6287-38-3 ]
[ 3337-62-0 ]
[ 39687-95-1 ]
[ 5736-85-6 ]
[ 3337-62-0 ]
[ 39687-95-1 ]
[ 2043-61-0 ]
[ 1013-88-3 ]
[ 17191-44-5 ]
[ 39687-95-1 ]
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 75% | With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at 0 - 20℃; for 11h; | Reference Example 1: Production of 2-cyclohexyl-1-methoxycarbonyl-2-oxo-ethylammonium; chloride; [Show Image] To DMF (N,N-dimethylformamide) (10.0 mL) solution of methylisocyanoate (3.11 g) and cyclohexanoic acid anhydride (8.20 g, 1.1 equivalent), DBU (1,8-diazabicyclo[5.4.0]-7-undecene) (4.7 mL, 1.0 equivalent) was added dropwise at 0C. After stirring at room temperature for 11 hours, the reaction solution was diluted with water, extracted with n-hexane-ethyl acetate (5:1), and the organic phase was separated. Then, the organic phase was washed with saturated salt water, 1 mol/L hydrochloric acid, saturated sodium hydrogen carbonate water and saturated salt water in that order, and then dried over anhydrous sodium sulfate. Then, precipitates were filtered, and the filtrate was concentrated under reduced pressure. The resulting crude product was recrystallized from n-hexane-ethyl acetate to obtain a product (5.00 g, 75%). Melting point: 97.5-101C IR (KBr) 2931, 2852, 1719, 1599, 1199 cm-1; 1H-NMR (400 MHz, CDCl3) δ 1.26-1.89 (m, 10H, c-Hex-CH2), 3.45-3.48 (m, 1H, c-Hex-H), 3.91 (s, 3H, CO2CH3) 7.74 (s, 1H, OCHN); 13C-NMR (100MHz, CDCl3) δ 25.7, 25.9, 30.6,35.4, 51.9, 125.2, 148.6, 162.6, 164.1; HRMS (FAB, NBA) Calcd. for C11H16NO3: 210.1130 (M++1). Found: 210.1119. |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 9 g | With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 20℃; for 1.0h; | Compounds 3 (6.0 g) and methyl isocyanoacetate (2.65 g) were dissolved in THF (60 mL). 3.54 g of DBU (CAS No. 6674-22-2) was added in drop-wise at room temperature and stirred for 1 hr. at room temperature. After extracted with ethyl acetate under alkaline conditions to remove the impurities, the pH value of the aqueous phase was adjusted to 3 with diluted HCL Extracted with ethyl acetate, washed with water and dried with anhydrous Na2S04 and fi ltered, the resulting organic phase was distilled on a rotary evaporator to obtain 9.0g of Compound 4. |
| 9 g | With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 20℃; for 1.0h; | Compounds 3 (6.0 g) and methyl isocyanoacetate (2.65 g) were dissolved in THF (60 mL). 3.54 g of DBU (CAS No. 6674-22-2) was added in drop-wise at room temperature and stirred for 1 hr. at room temperature. After extracted with ethyl acetate under alkaline conditions to remove the impurities, the pH value of the aqueous phase was adjusted to 3 with diluted HCl. Extracted with ethyl acetate, washed with water and dried with anhydrous Na2SO4 and filtered, the resulting organic phase was distilled on a rotary evaporator to obtain 9.0 g of Compound 4. |
| 9 g | With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 20℃; for 1.0h; | Compound 3 (6.0 g) and 2.65 g of methyl isocyanoacetate were dissolved in 60 ml of tetrahydrofuran and 3.54 g of DBU (CAS Registry No. 6674-22-2) was added dropwise at room temperature and stirred at room temperature 1 hourThe mixture was extracted with ethyl acetate to remove impurities. The aqueous phase was adjusted to pH = 3 with dilute hydrochloric acid, extracted with ethyl acetate, washed with water and dried over anhydrous Na2SO4. After removal of the solvent, 9.0 g of compound 4 was obtained. |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 68% | General procedure: 1 equivalent of o-methoxy-/nitrophenylaceticacid and 1.2 equivalents of CDI were dissolved in 10 ml THF. The mixture wasstirred for 3 h at rt. To this mixture 1.1 equivalents of alpha-isocyano acetate and 1 equiv of NaHMDS (1 mmol) were added. It wasstirred over night at rt. The solvent was evaporated and the crude product wasdiluted in 50 ml ethyl acetetate. The solution was washed with water andconcentrated under reduced pressure. The crude product was purified by flashchromatography. |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 67% | With water; iodine; Dimethyl phosphite; In ethyl acetate; at 100℃; for 6h; | Sodium p-chlorobenzenesulfinate (0.2 mmol), methyl isocyanacetate (0.4 mmol), water (0.6 mmol) were added sequentially to a 25 mL reaction tube at room temperature. Ethyl acetate (1.5 mL), molecular iodine (0.02 mmol), and dimethyl phosphite (0.4 mmol) were mixed well, and then stirred and reacted at 100 C for 6 h. After completion of the reaction by TLC, 2 mL of water was added, and then extracted three times with ethyl acetate (4 mL), and the extract was concentrated under vacuum under a vacuum of 0.08 MPa to give solvent. Then, it is washed with a mixed eluent of petroleum ether and ethyl acetate in a volume ratio of 5:1, and subjected to flash column chromatography on a silica gel column to obtain a thioamino group.Formate 67%, 34.7 mg white solid. |