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CAS No.: | 219810-59-0 |
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Name: | NERAMEXANE |
Article Data: | 12 |
Molecular Structure: | |
Formula: | C11H23N |
Molecular Weight: | 169.31 |
Synonyms: | 1,3,3,5,5-pentamethylcyclohexylamine;1-amino-1,3,3,5,5-pentamethyl-cyclohexan;Neramexane;1-amino-1,3,3,5,5-pentamethylcyclohexane;1,3,3,5,5-Pentamethylcyclohexanamine;Neramexane [INN];MRZ 2-579;1,1,3,3,5-pentamethyl-cyclohexanamine;Cyclohexanamine,1,3,3,5,5-pentamethyl; |
Density: | 0.809g/cm3 |
Boiling Point: | 195.5°Cat760mmHg |
Flash Point: | 39.7°C |
PSA: | 26.02000 |
LogP: | 3.64040 |
Neramexane mesylate
neramexane
Conditions | Yield |
---|---|
With sodium hydroxide In water at 20℃; | 100% |
N-Chloroacetyl-1,3,3,5,5-pentamethylcyclohexanamine
neramexane
Conditions | Yield |
---|---|
Stage #1: N-Chloroacetyl-1,3,3,5,5-pentamethylcyclohexanamine With hydrogenchloride; thiourea In water for 6h; Reflux; Stage #2: With sodium hydroxide In water pH=7; | 89% |
With acetic acid; thiourea In ethanol for 10h; Substitution; Heating; | |
Stage #1: N-Chloroacetyl-1,3,3,5,5-pentamethylcyclohexanamine With hydrogenchloride; thiourea In water for 6h; Reflux; Stage #2: With sodium hydroxide In water pH=7; | |
Stage #1: N-Chloroacetyl-1,3,3,5,5-pentamethylcyclohexanamine With hydrogenchloride; thiourea In water for 6h; Reflux; Stage #2: With sodium hydroxide In water pH=7; Product distribution / selectivity; |
neramexane
Conditions | Yield |
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With lithium aluminium tetrahydride In diethyl ether at 20℃; for 5h; Reduction; |
1,3,3,5,5-pentamethylcyclohexanol
neramexane
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 86 percent / AcOH; H2SO4 / 5 h / 20 °C 2: thiourea; AcOH / ethanol / 10 h / Heating View Scheme | |
Multi-step reaction with 2 steps 1: 67 percent / HN3; TiCl4 / CHCl3 / 24 h / 20 °C 2: LiAlH4 / diethyl ether / 5 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: sulfuric acid / acetic acid / 1 h / 5 - 10 °C 2.1: hydrogenchloride; thiourea / water / 6 h / Reflux 2.2: pH 7 View Scheme |
3,3,5,5-tetramethylcyclohexanone
neramexane
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 93 percent / diethyl ether / 1 h / 20 °C 2: 67 percent / HN3; TiCl4 / CHCl3 / 24 h / 20 °C 3: LiAlH4 / diethyl ether / 5 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: tetrahydrofuran / 5 - 15 °C 2.1: sulfuric acid / acetic acid / 1 h / 5 - 10 °C 3.1: hydrogenchloride; thiourea / water / 6 h / Reflux 3.2: pH 7 View Scheme | |
Multi-step reaction with 3 steps 1.1: tetrahydrofuran / 1 h / 5 - 15 °C 2.1: sulfuric acid / acetic acid / 1 h / 5 - 10 °C 3.1: hydrogenchloride; thiourea / water / 6 h / Reflux 3.2: pH 7 View Scheme |
3,5,5-Trimethylcyclohex-2-en-1-one
neramexane
Conditions | Yield |
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Multi-step reaction with 4 steps 1.1: copper(l) iodide; lithium chloride / tetrahydrofuran / 1 h / 5 - 15 °C 2.1: tetrahydrofuran / 5 - 15 °C 3.1: sulfuric acid / acetic acid / 1 h / 5 - 10 °C 4.1: hydrogenchloride; thiourea / water / 6 h / Reflux 4.2: pH 7 View Scheme | |
Multi-step reaction with 4 steps 1.1: copper(l) iodide; lithium chloride / tetrahydrofuran / 1 h / 5 - 15 °C 2.1: tetrahydrofuran / 1 h / 5 - 15 °C 3.1: sulfuric acid / acetic acid / 1 h / 5 - 10 °C 4.1: hydrogenchloride; thiourea / water / 6 h / Reflux 4.2: pH 7 View Scheme |
Neramexane mesylate
neramexane
Conditions | Yield |
---|---|
With sodium hydroxide In water at 20℃; | 100% |
N-Chloroacetyl-1,3,3,5,5-pentamethylcyclohexanamine
neramexane
Conditions | Yield |
---|---|
Stage #1: N-Chloroacetyl-1,3,3,5,5-pentamethylcyclohexanamine With hydrogenchloride; thiourea In water for 6h; Reflux; Stage #2: With sodium hydroxide In water pH=7; | 89% |
With acetic acid; thiourea In ethanol for 10h; Substitution; Heating; | |
Stage #1: N-Chloroacetyl-1,3,3,5,5-pentamethylcyclohexanamine With hydrogenchloride; thiourea In water for 6h; Reflux; Stage #2: With sodium hydroxide In water pH=7; | |
Stage #1: N-Chloroacetyl-1,3,3,5,5-pentamethylcyclohexanamine With hydrogenchloride; thiourea In water for 6h; Reflux; Stage #2: With sodium hydroxide In water pH=7; Product distribution / selectivity; |
neramexane
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In diethyl ether at 20℃; for 5h; Reduction; |
1,3,3,5,5-pentamethylcyclohexanol
neramexane
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 86 percent / AcOH; H2SO4 / 5 h / 20 °C 2: thiourea; AcOH / ethanol / 10 h / Heating View Scheme | |
Multi-step reaction with 2 steps 1: 67 percent / HN3; TiCl4 / CHCl3 / 24 h / 20 °C 2: LiAlH4 / diethyl ether / 5 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: sulfuric acid / acetic acid / 1 h / 5 - 10 °C 2.1: hydrogenchloride; thiourea / water / 6 h / Reflux 2.2: pH 7 View Scheme |