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55863-02-0

55863-02-0 Structure

55863-02-0 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H319-H413
[Precautionary statements ]

P501-P273-P270-P264-P280-P337+P313-P305+P351+P338-P301+P312+P330
Hazard InformationBack 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]

6-Bromo-1-hexene

2695-47-8

Methylamine

74-89-5

N-Methyl-1-amino-hex-5-ene

55863-02-0

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
Spectrum DetailBack Directory
[Spectrum Detail]

N-Methyl-1-amino-hex-5-ene(55863-02-0)1HNMR
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