| Identification | Back Directory | [Name]
N-Methyl-1-amino-hex-5-ene | [CAS]
55863-02-0 | [Synonyms]
N-methylhex-5-en-1-amine
N-methyl-5-hexen-1-amine
N-Methyl-1-amino-hex-5-ene
5-HEXEN-1-AMINE, N-METHYL-
5-Hexen-1-aMine, N-Methyl-N-Methylhex-5-en-1-aMine | [Molecular Formula]
C7H15N | [MDL Number]
MFCD09837644 | [MOL File]
55863-02-0.mol | [Molecular Weight]
113.2 |
| Chemical Properties | Back Directory | [Boiling point ]
146.5±19.0 °C(Predicted) | [density ]
0.764±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Oil | [pka]
10.74±0.10(Predicted) | [color ]
Colourless | [Stability:]
Volatile | [InChI]
InChI=1S/C7H15N/c1-3-4-5-6-7-8-2/h3,8H,1,4-7H2,2H3 | [InChIKey]
KKIMETYRXLWWSD-UHFFFAOYSA-N | [SMILES]
C(NC)CCCC=C |
| Hazard Information | Back Directory | [Uses]
N-Methylhex-5-en-1-amine can be used as a reagent to prepare quinazoline substituted cyclopentane and proline-urea based macrocycles as Hepatitis C virus (HCV) NS3/4A protease inhibitors. | [Synthesis]
The following step: To a reaction flask was added a methanol solution containing 25% methylamine in an amount of 10 equivalents of methylamine. Subsequently 1 equivalent of 6-bromo-1-hexene was added to the reaction flask and mixed with stirring. The reaction mixture was heated to 40°C in an oil bath and kept at this temperature for 3 hours. Upon completion of the reaction, the mixture was cooled to 20 °C and 0.1 equivalent of p-methoxyphenol was added as a stabilizer, along with 1 equivalent of sodium hydroxide. The excess methylamine methanol solution was recovered under negative pressure. Next, the mixture was heated to 50 °C and a colorless liquid product, N-methyl-5-hexen-1-amine, was obtained by distillation under reduced pressure. The yield of this step was 67% and the purity of the product was 96.5%. | [References]
[1] Patent: CN108003037, 2018, A. Location in patent: Paragraph 0014-0028
[2] Bulletin de la Societe Chimique de France, 1975, p. 2315 - 2320 |
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