Structure of 40510-21-2
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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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CAS No. : | 40510-21-2 |
Formula : | C10H24N2 |
M.W : | 172.31 |
SMILES Code : | NCCNCCCCCCCC |
MDL No. : | MFCD03551912 |
InChI Key : | UTPUPJKKYXJFPX-UHFFFAOYSA-N |
Pubchem ID : | 4163516 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H302-H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Similarly, a comparable diamine, presumably obtained from Rosin Amine D and acrylonitrile, can be prepared. The structure of Rosin Amine D is as follows: STR14 Polyamines from monoamines and cyclic imines, such as ethylene imine. STR15 N-octyl ethylenediamine STR16 N-tetradecyl ethylenediamine STR17 N-hexadecylethylenediamine STR18 N-dodecyl triethylenetetramine STR19 N-dodecyl propylenediamine STR20 N-decyl butylenediamine |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
EXAMPLE 1 This example illustrates the preparation of n-octylimidazolidone. The starting diamine, N-n-octyl ethylene diamine was prepared from n-octyl chloride and ethylene diamine (Linsker and Evans, J. Am. Chem. Soc. 1945, 67, 1581-1582). This diamine (9.95 g, 0.058 mol) was reacted with urea (3.5 g, 0.058 mol) in a 50 mL 3-neck round bottom flask. The flask was equipped with a nitrogen inlet to flush the ammonia produced in the reaction out of the system and into a trap (dilute sulfuric acid). Ammonia evolution commenced at about 140 C. and heating was continued to 210 C. The temperature was held at this level for two hours to assure ring closure to the cyclic product. A small amount of material was sublimed from the reaction residue to give a white crystalline solid (mp 42.0-42.4 C.) which was used for all further measurements. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
21% | In N,N-dimethyl-formamide; at 70℃;Inert atmosphere; | Dissolve 1.19g (6.94mmol) of N'-octyl-1,2-diamine in 10ml DMF, Under the protection of N2, 1g (3.47mmol) of methyl 3-(2-dipyridylketone) hydrazino dithioformate was added, React overnight at 70C. After the reaction is complete, add 30ml of water to the reaction solution, extract with dichloromethane (30ml×2), wash with water (30ml×2), wash with saturated NaCl (30ml×2), dry with anhydrous Na2SO4, and filter with suction , The solvent was evaporated, and the obtained liquid was separated and purified by silica gel column (eluent: methanol: DCM: ammonia water = 100: 2: 1) to obtain 0.29 g of yellow solid with a yield of 21%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
26% | In N,N-dimethyl-formamide; at 70℃;Inert atmosphere; | Dissolve 1.19g (6.94mmol) of N'-octyl-1,2-diamine in 10ml of DMF, stir at room temperature, Under the protection of N2, add 1g (3.47mmol) of 3-(4-benzoylpyridine) hydrazinyl dithiocarbamate methyl ester, React overnight at 70C. After the reaction is complete, add 30ml of water to the reaction solution, extract with dichloromethane (30ml×2), wash with water (30ml×2), wash with saturated NaCl (30ml×2), dry with anhydrous Na2SO4, and filter with suction , The solvent was evaporated, the obtained liquid was separated and purified by silica gel column (eluent: methanol:DCM:ammonia water=100:2:1) to obtain 0.37g of yellow solid, the yield was 26%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
21.8% | In N,N-dimethyl-formamide; at 70℃;Inert atmosphere; | Dissolve 1.19g (6.96mmol) of N'-octyl-1,2-diamine in 10ml DMF, Stir at room temperature, add 1g (3.48mmol) methyl 3-(2-pyridinecarbaldehyde) hydrazinodithiocarbamate under N2 protection, React overnight at 70C. After the reaction is complete, add 30ml of water to the reaction solution, extract with dichloromethane (30ml×2), wash with water (30ml×2), wash with saturated NaCl (30ml×2), dry with anhydrous Na2SO4, and filter with suction , The solvent was evaporated, the obtained liquid was separated and purified by silica gel column (eluent: methanol: DCM: ammonia water = 100: 2: 1) to obtain 0.35 g of yellow solid with a yield of 21.8%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
19% | In N,N-dimethyl-formamide; at 70℃;Inert atmosphere; | Dissolve 1.19g (6.94mmol) of N’-octyl-1,2-diamine in 10ml of DMF, stir at room temperature, Under the protection of N2, add 1g (3.47mmol) of methyl 3-(2-benzoylpyridine) hydrazinyl dithioformate, react overnight at 70C, after the reaction is complete, add 30ml of water and dichloromethane to the reaction solution Extraction (30ml×2), water washing (30ml×2), Wash with saturated NaCl (30ml×2), dry with anhydrous Na2SO4, filter with suction and evaporate the solvent. The obtained liquid is separated and purified by silica gel column (eluent: methanol:DCM:ammonia=100:2:1) to obtain 0.27g of yellow oil. The yield is 19%, and the yellow solid is obtained by salting with hydrochloric acid and ether. |
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