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Latest revision as of 10:53, 13 December 2021 edit undoGraeme Bartlett (talk | contribs)Administrators249,716 edits chemspider ok |
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| Verifiedfields = changed |
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| verifiedrevid = 265876194 |
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| Watchedfields = changed |
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|Name = Lysidine |
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| verifiedrevid = 436524547 |
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|Reference=<ref> at ]</ref> |
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|ImageFile=Lysidine.png |
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| Name = Lysidine |
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| Reference =<ref> at ]</ref> |
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|ImageSize=120px |
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| ImageFile =Lysidine.png |
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|IUPACName=2-Methyl-4,5-dihydro-1''H''-imidazole |
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| ImageSize =110px |
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|OtherNames= |
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| ImageAlt = Skeletal formula of lysidine |
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| ImageFile1 = Lysidine 3D ball.png |
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| ImageSize1 = 150 |
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| ImageAlt1 = Ball-and-stick model of the lysidine molecule |
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| PIN =2-Methyl-4,5-dihydro-1''H''-imidazole |
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| OtherNames = |
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|Section1={{Chembox Identifiers |
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|Section1={{Chembox Identifiers |
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| CASNo_Ref = {{cascite|correct|??}} |
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| CASNo=534-26-9 |
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| CASNo =534-26-9 |
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| PubChem=10798 |
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| PubChem =10798 |
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| SMILES=CC1=NCCN1 |
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| EINECS = 208-596-6 |
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| EINECS = 208-596-6 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 10341 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = 987F50E3PE |
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| InChI = 1S/C4H8N2/c1-4-5-2-3-6-4/h2-3H2,1H3,(H,5,6) |
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| InChIKey = VWSLLSXLURJCDF-UHFFFAOYSA-N |
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| SMILES =CC1=NCCN1 |
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|Section2={{Chembox Properties |
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|Section2={{Chembox Properties |
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| Formula=C<sub>4</sub>H<sub>8</sub>N<sub>2</sub> |
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| Formula =C<sub>4</sub>H<sub>8</sub>N<sub>2</sub> |
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| MolarMass=84.12 g/mol |
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| MolarMass =84.12 g/mol |
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| Appearance= |
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| Appearance = |
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| Density= |
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| Density = |
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| MeltingPtC = 87 |
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| MeltingPt=87 °C (dec.) |
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| MeltingPt_notes = (decomposes) |
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| BoilingPt= |
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| BoilingPt = |
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| Solubility= |
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| Solubility = |
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|Section3={{Chembox Hazards |
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|Section3={{Chembox Hazards |
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| MainHazards= |
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| MainHazards = |
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| FlashPt= |
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| FlashPt = |
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| AutoignitionPt = |
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| Autoignition= |
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| GHS_ref=<ref>{{cite web |title=Lysidine |url=https://pubchem.ncbi.nlm.nih.gov/compound/10798#section=Safety-and-Hazards |website=pubchem.ncbi.nlm.nih.gov |access-date=13 December 2021 |language=en}}</ref> |
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| RPhrases = {{R36/37/38}} |
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| SPhrases = {{S26}} {{S37/39}} |
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| GHSPictograms = {{GHS07}} |
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| GHSSignalWord = Warning |
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| HPhrases = {{H-phrases|315|319|335}} |
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| PPhrases = {{P-phrases|261|264|271|280|302+352|304+340|305+351+338|312|321|332+313|337+313|362|403+233|405|501}} |
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'''Lysidine''' is a derivative of ]. It is a colorless solid with basic properties and soluble in organic solvents. It is used as a precursor to other compounds of pharmaceutical interest. |
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'''Lysidine''' is an ] derivative. |
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==Synthesis and reactions== |
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==References== |
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It is prepared by condensing ] with ] to give the diamide, which undergoes CaO-induced cyclization. Alternatively, it arises from the condensation of glyoxal, acetaldehyde, and ammonia. |
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{{reflist}} |
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Lysidine is an intermediate in the synthesis of the drug ]. In the presence of ], it undergoes ] to ], which can then be further elaborated.<ref>{{cite journal | doi = 10.1007/BF00764821 | title = Synthesis of metronidazole from ethylenediamine | year = 1989 | last1 = Kraft | first1 = M. Ya. | last2 = Kochergin | first2 = P. M. | last3 = Tsyganova | first3 = A. M. | last4 = Shlikhunova | first4 = V. S. | journal = Pharmaceutical Chemistry Journal | volume = 23 | issue = 10 | pages = 861| s2cid = 38187002 }}</ref> |
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] |
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] |
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:] |
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==References== |
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{{heterocyclic-stub}} |
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<references/> |
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] |
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] |
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] |
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] |
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