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219810-59-0

Basic Information
CAS No.: 219810-59-0
Name: NERAMEXANE
Article Data: 12
Molecular Structure:
Molecular Structure of 219810-59-0 (NERAMEXANE)
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
Synthetic route
457068-92-7

Neramexane mesylate

219810-59-0

neramexane

Conditions
ConditionsYield
With sodium hydroxide In water at 20℃;100%
316364-93-9

N-Chloroacetyl-1,3,3,5,5-pentamethylcyclohexanamine

219810-59-0

neramexane

Conditions
ConditionsYield
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;

1-azido-1,3,3,5,5-pentamethyl-cyclohexane

219810-59-0

neramexane

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether at 20℃; for 5h; Reduction;
38490-33-4

1,3,3,5,5-pentamethylcyclohexanol

219810-59-0

neramexane

Conditions
ConditionsYield
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
14376-79-5

3,3,5,5-tetramethylcyclohexanone

219810-59-0

neramexane

Conditions
ConditionsYield
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
78-59-1

3,5,5-Trimethylcyclohex-2-en-1-one

219810-59-0

neramexane

Conditions
ConditionsYield
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
457068-92-7

Neramexane mesylate

219810-59-0

neramexane

Conditions
ConditionsYield
With sodium hydroxide In water at 20℃;100%
316364-93-9

N-Chloroacetyl-1,3,3,5,5-pentamethylcyclohexanamine

219810-59-0

neramexane

Conditions
ConditionsYield
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;

1-azido-1,3,3,5,5-pentamethyl-cyclohexane

219810-59-0

neramexane

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether at 20℃; for 5h; Reduction;
38490-33-4

1,3,3,5,5-pentamethylcyclohexanol

219810-59-0

neramexane

Conditions
ConditionsYield
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
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