Product Name

  • Name

    2-METHYLAMINOETHYL CHLORIDE HYDROCHLORIDE

  • EINECS
  • CAS No. 4535-90-4
  • Article Data23
  • CAS DataBase
  • Density g/cm3
  • Solubility
  • Melting Point 89 °C
  • Formula C3H8 Cl N . Cl H
  • Boiling Point 110.3°Cat760mmHg
  • Molecular Weight 130.017
  • Flash Point 20.5°C
  • Transport Information
  • Appearance
  • Safety Poison by intravenous route. Moderately toxic by intraperitoneal route. When heated to decomposition it emits very toxic fumes of Cl and NOx. See also AMINES.
  • Risk Codes
  • Molecular Structure Molecular Structure of 4535-90-4 (2-METHYLAMINOETHYL CHLORIDE HYDROCHLORIDE)
  • Hazard Symbols
  • Synonyms Ethanamine,2-chloro-N-methyl-, hydrochloride (9CI); Ethylamine, 2-chloro-N-methyl-,hydrochloride (6CI,7CI,8CI); 2-(Methylamino)ethyl chloride hydrochloride;2-Chloro-N-methylethylamine hydrochloride; N-Methyl-2-chloroethylaminehydrochloride
  • PSA 12.03000
  • LogP 1.63750

Synthetic route

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

N-methyl-2-chloroethylamine hydrochloride
4535-90-4

N-methyl-2-chloroethylamine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; thionyl chloride In dichloromethane Ambient temperature;96%
With thionyl chloride In dichloromethane96%
With thionyl chloride In chloroform for 6h; Heating;95%
2-(methylamino)ethan-1-ol hydrochloride
62640-03-3

2-(methylamino)ethan-1-ol hydrochloride

N-methyl-2-chloroethylamine hydrochloride
4535-90-4

N-methyl-2-chloroethylamine hydrochloride

Conditions
ConditionsYield
With sulfuryl dichloride In chloroform at 0℃; for 3h; Reflux;80%
With thionyl chloride In chloroform at 0℃; Heating / reflux;
N-methylaziridine
1072-44-2

N-methylaziridine

N-methyl-2-chloroethylamine hydrochloride
4535-90-4

N-methyl-2-chloroethylamine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride
methyl-<2-hydroxy-ethyl>-amine hydrochloride

methyl-<2-hydroxy-ethyl>-amine hydrochloride

N-methyl-2-chloroethylamine hydrochloride
4535-90-4

N-methyl-2-chloroethylamine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride at 160 - 180℃;
With hydrogenchloride at 160 - 180℃;
N-methyl-N-β-naphthhydroxyethyl-p-toluenesulfonic acid amide

N-methyl-N-β-naphthhydroxyethyl-p-toluenesulfonic acid amide

N-methyl-2-chloroethylamine hydrochloride
4535-90-4

N-methyl-2-chloroethylamine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride at 170℃;
N-methyl-2-chloroethylamine hydrochloride
4535-90-4

N-methyl-2-chloroethylamine hydrochloride

benzyl chloroformate
501-53-1

benzyl chloroformate

benzyl (2-chloroethyl)methylcarbamate
68767-11-3

benzyl (2-chloroethyl)methylcarbamate

Conditions
ConditionsYield
With sodium hydroxide for 0.5h;100%
5-(dimethylamino)naphth-1-ylsulfonyl chloride
605-65-2

5-(dimethylamino)naphth-1-ylsulfonyl chloride

N-methyl-2-chloroethylamine hydrochloride
4535-90-4

N-methyl-2-chloroethylamine hydrochloride

C15H19ClN2O2S

C15H19ClN2O2S

Conditions
ConditionsYield
With triethylamine In methanol96%
N-methyl-2-chloroethylamine hydrochloride
4535-90-4

N-methyl-2-chloroethylamine hydrochloride

N-tert-butyloxycarbonylsulfamoyl chloride
147000-89-3

N-tert-butyloxycarbonylsulfamoyl chloride

N1-BOC,N3-methyl,N3-(2-chloroethyl) sulfamide
263719-70-6

N1-BOC,N3-methyl,N3-(2-chloroethyl) sulfamide

Conditions
ConditionsYield
With isocyanate de chlorosulfonyle; triethylamine In dichloromethane; tert-butyl alcohol at 0 - 25℃; for 2h;93%
With triethylamine In dichloromethane at 0 - 25℃; for 2.5h;4.50 g
cis-[PdCl2(2,6-diisopropylphenylisonitrile)2]
1261237-73-3

cis-[PdCl2(2,6-diisopropylphenylisonitrile)2]

N-methyl-2-chloroethylamine hydrochloride
4535-90-4

N-methyl-2-chloroethylamine hydrochloride

C29H41Cl2N3Pt

C29H41Cl2N3Pt

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃;88%
dichloro(1,5-cyclooctadiene)palladium(II)
12107-56-1

dichloro(1,5-cyclooctadiene)palladium(II)

1′-(diphenylphosphino)-1-isocyanoferrocene

1′-(diphenylphosphino)-1-isocyanoferrocene

N-methyl-2-chloroethylamine hydrochloride
4535-90-4

N-methyl-2-chloroethylamine hydrochloride

C26H25Cl2FeN2PPd

C26H25Cl2FeN2PPd

Conditions
ConditionsYield
With triethylamine In dichloromethane Inert atmosphere; Schlenk technique;85%
N-methyl-2-chloroethylamine hydrochloride
4535-90-4

N-methyl-2-chloroethylamine hydrochloride

dimethyl amine
124-40-3

dimethyl amine

N,N,N′-trimethylethylenediamine hydrochloride

N,N,N′-trimethylethylenediamine hydrochloride

Conditions
ConditionsYield
In water at 0℃; for 4h; Temperature; Green chemistry;84.9%
N-methyl-2-chloroethylamine hydrochloride
4535-90-4

N-methyl-2-chloroethylamine hydrochloride

ginkgolide B
15291-77-7

ginkgolide B

10-O-methylaminoethyl ginkgolide B
914251-23-3

10-O-methylaminoethyl ginkgolide B

Conditions
ConditionsYield
With calcium carbonate; potassium iodide In water; acetonitrile at 85℃; Flow reactor;83.5%
N-methyl-2-chloroethylamine hydrochloride
4535-90-4

N-methyl-2-chloroethylamine hydrochloride

1-azido-2-(N-methylamino)ethane hydrochloride

1-azido-2-(N-methylamino)ethane hydrochloride

Conditions
ConditionsYield
Stage #1: N-methyl-2-chloroethylamine hydrochloride With sodium azide In water at 80℃; for 18h;
Stage #2: With hydrogenchloride
80%
Stage #1: N-methyl-2-chloroethylamine hydrochloride With sodium azide In water at 80℃; for 18h; Inert atmosphere;
Stage #2: With hydrogenchloride In diethyl ether
80%
N-methyl-2-chloroethylamine hydrochloride
4535-90-4

N-methyl-2-chloroethylamine hydrochloride

β-methylaminoethanethiol hydrochloride
33744-33-1

β-methylaminoethanethiol hydrochloride

Conditions
ConditionsYield
Stage #1: N-methyl-2-chloroethylamine hydrochloride With sodium thiosulfate In water for 26h; Heating;
Stage #2: With hydrogenchloride at 85℃; for 3h; Further stages.;
79%
Stage #1: N-methyl-2-chloroethylamine hydrochloride With Sodium thiosulfate pentahydrate In water at 120℃; for 24h; Inert atmosphere;
Stage #2: With hydrogenchloride In water at 85℃; for 3h; Inert atmosphere;
56.1%
Stage #1: N-methyl-2-chloroethylamine hydrochloride With sodium thiosulfate In water for 48h; Reflux;
Stage #2: With hydrogenchloride In water at 90℃; for 4h;
N-methyl-2-chloroethylamine hydrochloride
4535-90-4

N-methyl-2-chloroethylamine hydrochloride

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

N1-(2,6-dimethylphenyl)-N2-methylethane-1,2-diamine

N1-(2,6-dimethylphenyl)-N2-methylethane-1,2-diamine

Conditions
ConditionsYield
at 130℃;76%
N-methyl-2-chloroethylamine hydrochloride
4535-90-4

N-methyl-2-chloroethylamine hydrochloride

allyl bromide
106-95-6

allyl bromide

N-allyl-N-methyl-2-chloroethylamine
98280-66-1

N-allyl-N-methyl-2-chloroethylamine

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane; water for 3h; Ambient temperature;74%
N-methyl-2-chloroethylamine hydrochloride
4535-90-4

N-methyl-2-chloroethylamine hydrochloride

diphenylphosphane
829-85-6

diphenylphosphane

2-(diphenylphosphino)-N-methylethanamine
350021-81-7

2-(diphenylphosphino)-N-methylethanamine

Conditions
ConditionsYield
Stage #1: diphenylphosphane With potassium tert-butylate In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere; Schlenk technique;
Stage #2: N-methyl-2-chloroethylamine hydrochloride In tetrahydrofuran Reflux; Schlenk technique; Inert atmosphere;
74%
With potassium tert-butylate In tetrahydrofuran for 20h; Heating;30%
N-methyl-2-chloroethylamine hydrochloride
4535-90-4

N-methyl-2-chloroethylamine hydrochloride

sodium diphenylphosphide
4376-01-6

sodium diphenylphosphide

2-(diphenylphosphino)-N-methylethanamine
350021-81-7

2-(diphenylphosphino)-N-methylethanamine

Conditions
ConditionsYield
Stage #1: N-methyl-2-chloroethylamine hydrochloride With sodium hydroxide In tetrahydrofuran for 2h;
Stage #2: sodium diphenylphosphide In tetrahydrofuran Reflux;
74%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N-methyl-2-chloroethylamine hydrochloride
4535-90-4

N-methyl-2-chloroethylamine hydrochloride

1,1-dimethylethyl N-(2-chloroethyl)-N-methylcarbamate
220074-38-4

1,1-dimethylethyl N-(2-chloroethyl)-N-methylcarbamate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran; water at 21℃; for 17h;71%
With triethylamine In tetrahydrofuran; water at 21℃; for 17h;71%
With triethylamine In tetrahydrofuran; water at 21℃; for 16h;71%
With triethylamine In tetrahydrofuran; water for 2h; Ambient temperature;
N-methyl-2-chloroethylamine hydrochloride
4535-90-4

N-methyl-2-chloroethylamine hydrochloride

O-phenyl phosphorodichloridate
770-12-7

O-phenyl phosphorodichloridate

phenyl N-methyl-N-(2-chloroethyl)phosphoramidate chloride
131636-35-6

phenyl N-methyl-N-(2-chloroethyl)phosphoramidate chloride

Conditions
ConditionsYield
With triethylamine In dichloromethane for 14h; Ambient temperature;70%
trans-8-chloro-1-[4-(5-methyl-isoxazol-3-yl)-cyclohexyl]-5,6-dihydro-4H-2,3,5,10b-tetraaza-benzo[e]azulene

trans-8-chloro-1-[4-(5-methyl-isoxazol-3-yl)-cyclohexyl]-5,6-dihydro-4H-2,3,5,10b-tetraaza-benzo[e]azulene

N-methyl-2-chloroethylamine hydrochloride
4535-90-4

N-methyl-2-chloroethylamine hydrochloride

trans-(2-{8-chloro-1-[4-(5-methyl-isoxazol-3-yl)-cyclohexyl]-4H,6H-2,3,5,10b-tetraaza-benzo[e]azulen-5-yl}-ethyl)-methyl-amine

trans-(2-{8-chloro-1-[4-(5-methyl-isoxazol-3-yl)-cyclohexyl]-4H,6H-2,3,5,10b-tetraaza-benzo[e]azulen-5-yl}-ethyl)-methyl-amine

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 70℃; for 20h;66%
With caesium carbonate In acetonitrile at 70℃; for 20h;66%
diphenyl diselenide
1666-13-3

diphenyl diselenide

N-methyl-2-chloroethylamine hydrochloride
4535-90-4

N-methyl-2-chloroethylamine hydrochloride

N-methyl-2-(phenylselanyl)ethan-1-amine

N-methyl-2-(phenylselanyl)ethan-1-amine

Conditions
ConditionsYield
Stage #1: diphenyl diselenide With sodium tetrahydroborate In ethanol at 0℃; for 0.25h; Inert atmosphere;
Stage #2: N-methyl-2-chloroethylamine hydrochloride In ethanol at 0℃; for 3h; Reflux;
65%
2,6-diisopropylbenzenamine
24544-04-5

2,6-diisopropylbenzenamine

N-methyl-2-chloroethylamine hydrochloride
4535-90-4

N-methyl-2-chloroethylamine hydrochloride

N1-(2,6-diisopropylphenyl)-N2-methylethane-1,2-diamine

N1-(2,6-diisopropylphenyl)-N2-methylethane-1,2-diamine

Conditions
ConditionsYield
at 130℃;64%
Benzophenone oxime
574-66-3

Benzophenone oxime

N-methyl-2-chloroethylamine hydrochloride
4535-90-4

N-methyl-2-chloroethylamine hydrochloride

benzophenone O-(2-N-methylaminoethyl)oxime
953772-61-7

benzophenone O-(2-N-methylaminoethyl)oxime

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide at 20℃; for 2.5h;62%
With potassium hydroxide In dimethyl sulfoxide at 20℃; for 2.5h;62%
With potassium hydroxide In dimethyl sulfoxide at 20℃; for 2.5h;62%
With potassium hydroxide In dimethyl sulfoxide at 20℃; for 2.5h;62%
Stage #1: Benzophenone oxime; N-methyl-2-chloroethylamine hydrochloride With potassium hydroxide In dimethyl sulfoxide at 20℃; for 2.5h;
Stage #2: With hydrogenchloride In water; dimethyl sulfoxide at 0℃; pH=2.5;
Stage #3: With potassium hydroxide In water pH=10;
62%
N-methyl-2-chloroethylamine hydrochloride
4535-90-4

N-methyl-2-chloroethylamine hydrochloride

1-azido-2-(N-methylamino)ethane
89865-33-8

1-azido-2-(N-methylamino)ethane

Conditions
ConditionsYield
With sodium azide In water at 80℃;56%
With sodium azide In water for 7h;37%
N-methyl-2-chloroethylamine hydrochloride
4535-90-4

N-methyl-2-chloroethylamine hydrochloride

Cyclopropylamine
765-30-0

Cyclopropylamine

N-cyclopropyl-N’-methylethylenediamine
483303-55-5

N-cyclopropyl-N’-methylethylenediamine

Conditions
ConditionsYield
In ethanol at 50℃; for 16h;55%
N-methyl-2-chloroethylamine hydrochloride
4535-90-4

N-methyl-2-chloroethylamine hydrochloride

sodium cyclopentadienide

sodium cyclopentadienide

N-methyl-1,3-cyclopentadiene-1-ethanamine
857023-53-1

N-methyl-1,3-cyclopentadiene-1-ethanamine

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃; for 4h; Reflux; Schlenk technique; Inert atmosphere;50%
N-methyl-2-chloroethylamine hydrochloride
4535-90-4

N-methyl-2-chloroethylamine hydrochloride

{2-[4-(1H-benzimidazol-2-yl)piperazin-1-yl]ethyl}methyl-amine hydrochloride salt

{2-[4-(1H-benzimidazol-2-yl)piperazin-1-yl]ethyl}methyl-amine hydrochloride salt

Conditions
ConditionsYield
Stage #1: N-methyl-2-chloroethylamine hydrochloride With potassium carbonate; sodium iodide In DMF (N,N-dimethyl-formamide) at 100℃; for 1h;
Stage #2: N-methyl-2-chloroethylamine hydrochloride With potassium carbonate at 100℃; for 4h;
49%
1-methyl-1H-imidazole
616-47-7

1-methyl-1H-imidazole

N-methyl-2-chloroethylamine hydrochloride
4535-90-4

N-methyl-2-chloroethylamine hydrochloride

C7H14N3(1+)*Cl(1-)

C7H14N3(1+)*Cl(1-)

Conditions
ConditionsYield
Stage #1: 1-methyl-1H-imidazole; N-methyl-2-chloroethylamine hydrochloride In acetonitrile at 100℃; Sealed tube;
Stage #2: With sodium hydrogencarbonate In methanol at 20℃;
49%
trans-1-(4-benzo[d]isothiazol-3-yl-cyclohexyl)-8-chloro-5,6-dihydro-4H-2,3,5,10b-tetraaza-benzo[e]azulene hydrochloride

trans-1-(4-benzo[d]isothiazol-3-yl-cyclohexyl)-8-chloro-5,6-dihydro-4H-2,3,5,10b-tetraaza-benzo[e]azulene hydrochloride

N-methyl-2-chloroethylamine hydrochloride
4535-90-4

N-methyl-2-chloroethylamine hydrochloride

trans-{2-[1-(4-benzo[d]isothiazol-3-yl-cyclohexyl)-8-chloro-4H,6H-2,3,5,10b-tetraaza-benzo[e]azulene-5-yl]-ethyl}-methyl-amine
1345046-03-8

trans-{2-[1-(4-benzo[d]isothiazol-3-yl-cyclohexyl)-8-chloro-4H,6H-2,3,5,10b-tetraaza-benzo[e]azulene-5-yl]-ethyl}-methyl-amine

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 70℃; for 20h;48%
trans-1-(4-benzo[d]isothiazol-3-yl-cyclohexyl)-8-chloro-5,6-dihydro-4H-2,3,5,10b-tetraaza-benzo[e]azulene
1345046-02-7

trans-1-(4-benzo[d]isothiazol-3-yl-cyclohexyl)-8-chloro-5,6-dihydro-4H-2,3,5,10b-tetraaza-benzo[e]azulene

N-methyl-2-chloroethylamine hydrochloride
4535-90-4

N-methyl-2-chloroethylamine hydrochloride

trans-{2-[1-(4-benzo[d]isothiazol-3-yl-cyclohexyl)-8-chloro-4H,6H-2,3,5,10b-tetraaza-benzo[e]azulene-5-yl]-ethyl}-methyl-amine
1345046-03-8

trans-{2-[1-(4-benzo[d]isothiazol-3-yl-cyclohexyl)-8-chloro-4H,6H-2,3,5,10b-tetraaza-benzo[e]azulene-5-yl]-ethyl}-methyl-amine

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 70℃; for 20h;48%
6-methoxy-1,7-naphthyridin-4(1H)-one
1431985-54-4

6-methoxy-1,7-naphthyridin-4(1H)-one

N-methyl-2-chloroethylamine hydrochloride
4535-90-4

N-methyl-2-chloroethylamine hydrochloride

C23H24F2N6O2
1431985-23-7

C23H24F2N6O2

Conditions
ConditionsYield
Stage #1: 6-methoxy-1,7-naphthyridin-4(1H)-one With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.75h;
Stage #2: N-methyl-2-chloroethylamine hydrochloride In N,N-dimethyl-formamide at 0 - 20℃; for 66h;
47%
N-(4-nitrophenyl)methanesulfonamide
5825-62-7

N-(4-nitrophenyl)methanesulfonamide

N-methyl-2-chloroethylamine hydrochloride
4535-90-4

N-methyl-2-chloroethylamine hydrochloride

N-(2-(dimethylamino)ethyl)-N-(4-nitrophenyl)methanesulfonamide
328289-85-6

N-(2-(dimethylamino)ethyl)-N-(4-nitrophenyl)methanesulfonamide

Conditions
ConditionsYield
With potassium carbonate; sodium iodide In acetone at 0 - 50℃; for 20h; Inert atmosphere;43%

Methyl-beta-chloroethylamine hydrochloride Chemical Properties

IUPAC Name: 2-Chloroethyl(methyl)azanium chloride
The MF of Methyl-beta-chloroethylamine hydrochloride (CAS NO.4535-90-4) is C3H9Cl2N.

                                  
The MW of Methyl-beta-chloroethylamine hydrochloride (CAS NO.4535-90-4) is 130.01626.
Synonyms of Methyl-beta-chloroethylamine hydrochloride (CAS NO.4535-90-4): N-Methyl-beta-chloroethylamine hydrochloride ; 2-Chloroethyl(methyl)ammonium chloride ; Ethylamine, 2-chloro-N-methyl-, hydrochloride
Flash Point: 20.5 °C
Boiling Point: 110.3 °C
EINECS: 224-882-3

Methyl-beta-chloroethylamine hydrochloride Uses

  Methyl-beta-chloroethylamine hydrochloride (CAS NO.4535-90-4) is used as chemical reagent, organic intermediates, fine chemicals, pharmaceutical research and development.

Methyl-beta-chloroethylamine hydrochloride Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 2301mg/kg (2301mg/kg) BEHAVIORAL: ATAXIA Journal of Pharmacology and Experimental Therapeutics. Vol. 94, Pg. 249, 1948.
mouse LD50 intravenous 100mg/kg (100mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 91, Pg. 224, 1947.

Methyl-beta-chloroethylamine hydrochloride Consensus Reports

Reported in EPA TSCA Inventory.

Methyl-beta-chloroethylamine hydrochloride Safety Profile

Poison by intravenous route. Moderately toxic by intraperitoneal route. When heated to decomposition it emits very toxic fumes of Cl and NOx. See also AMINES.

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