4-(2-Chloroethyl)morpholine hydrochloride supplier

Name
4-(2-Chloroethyl)morpholine hydrochloride
EINECS 222-881-2
CAS No. 3647-69-6
Article Data5
CAS DataBase
Density 1.088g/cm3
Solubility Soluble in water
Melting Point 180-185 °C (dec.)(lit.)
Formula C₆H₁₂ClNO^.HCl
Boiling Point 202.8 °C at 760 mmHg
Molecular Weight 186.081
Flash Point 76.4 °C
Transport Information UN 2923 8/PG 3
Appearance White to beige crystalline powder
Safety 26-36/37/39-45-61
Risk Codes 21-25-34-43-52/53
Molecular Structure
Hazard Symbols T
Synonyms Morpholine,4-(2-chloroethyl)-, hydrochloride (6CI,7CI,8CI,9CI);1-(Morpholin-4-yl)-2-chloroethane hydrochloride;1-Chloro-2-morpholinoethanehydrochloride;2-(4-Morpholinyl)ethyl chloride hydrochloride;2-Morpholinoethylchloride hydrochloride;4-(2-Chloroethyl)morpholine monohydrochloride;4-(2-Chloroethyl)morpholiniumchloride;Morpholinoethyl chloride hydrochloride;N-(2-Chloroethyl)morpholinehydrochloride;N-(b-Chloroethyl)morpholine hydrochloride;b-Morpholinoethyl chloride hydrochloride;
PSA 12.47000
LogP 1.29730

Synthetic route

: 5-hydroxymethyl-6-methylazepino[4,5-b]indole

A: 1,2,3,4,5,6-hexahydro-3-morpholinoethyl-5-hydroxymethyl-6-methylazepino[4,5-b]indole

B: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

: trans-4-Bromo-N-methyl-N-[4-(2-morpholin-4-yl-ethoxy)-cyclohexyl]-benzenesulfonamide

A: trans-4-Bromo-N-(4-hydroxy-cyclohexyl)-N-methyl-benzenesulfonamide

B: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

: trans-N-Methyl-N-[4-(2-morpholin-4-yl-ethoxy)-cyclohexyl]-4-trifluoromethyl-benzenesulfonamide

A: trans-N-(4-hydroxy-cyclohexyl)-N-methyl-4-trifluoro-methyl-benzenesulfonamide

B: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

: 110-91-8
morpholine

: 107-07-3
2-chloro-ethanol

: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

Conditions

Conditions	Yield
With thionyl chloride; sodium hydroxide In toluene for 5h; Reflux;
Stage #1: morpholine; 2-chloro-ethanol In toluene for 2h; Reflux; Stage #2: With thionyl chloride In toluene at 20℃; for 6.33h; Cooling with ice;	7.9 g

: 622-40-2
2-(morpholin-4-yl)ethanol

: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

Conditions

Conditions	Yield
With thionyl chloride In chloroform Reflux; Cooling with ice;

: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

: (3R,4R)-4-[4-(3-Benzyloxy-propoxy)-phenyl]-3-(7-hydroxy-naphthalen-2-ylmethoxy)-piperidine-1-carboxylic acid tert-butyl ester

: (3R,4R)-4-[4-(3-Benzyloxy-propoxy)-phenyl]-3-[7-(2-morpholin-4-yl-ethoxy)-naphthalen-2-ylmethoxy]-piperidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 18h;	100%

: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

: (3R,4R)-4-[4-(3-Benzyloxy-propoxy)-phenyl]-3-(6-hydroxy-naphthalen-2-ylmethoxy)-piperidine-1-carboxylic acid tert-butyl ester

: (3R,4R)-4-[4-(3-Benzyloxy-propoxy)-phenyl]-3-[6-(2-morpholin-4-yl-ethoxy)-naphthalen-2-ylmethoxy]-piperidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 18h;	100%

: 55289-05-9
methyl 3-hydroxy-2-methylbenzoate

: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

: 467252-57-9
methyl 2-methyl-3-(2-morpholinoethoxy)benzoate

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile Heating;	100%

: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

: 99-76-3
methyl 4-hydroxylbenzoate

: 92501-87-6
methyl 4-(2-morpholinoethoxy)benzoate

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 50℃;	100%
With caesium carbonate In acetonitrile at 80 - 85℃; for 4h; Inert atmosphere;	92%
With potassium carbonate In acetone Heating;

: 15174-02-4
4-hydroxy-2-nitroanisole

: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

: 761440-70-4
4-[2-(4-methoxy-3-nitro-phenoxy)-ethyl]-morpholine

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In DMF (N,N-dimethyl-formamide) at 80℃; for 4h;	100%

: 106-41-2
4-bromo-phenol

: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

: 836-59-9
1-bromo-4-(2-morpholinoethoxy)benzene

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 80℃; Product distribution / selectivity;	100%
With potassium carbonate In acetonitrile at 80℃; Product distribution / selectivity; Williamson Synthesis;	100%
With potassium carbonate In N,N-dimethyl-formamide at 60 - 65℃; for 17.5h; Product distribution / selectivity;	89%

: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

: 99-76-3
methyl 4-hydroxylbenzoate

: 134599-45-4
4-(2-morpholin-4-yl-ethoxy)-benzoic acid

Conditions

Conditions	Yield
Stage #1: methyl 4-hydroxylbenzoate With potassium carbonate In DMF (N,N-dimethyl-formamide) at 100℃; Stage #2: 4-(2-chloroethyl)morpholine hydrochride In DMF (N,N-dimethyl-formamide) at 100℃; for 2h;	100%

: 1260846-73-8
(R)-ethyl 5-(2-(3-fluoro-5-hydroxyphenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidine-3-carboxylate

: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

: 1260846-75-0
(R)-ethyl 5-(2-(3-fluoro-5-(2-morpholinoethoxy)phenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidine-3-carboxylate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 15h;	100%

: ethyl 7-(5-((4-(4-(tert-butoxycarbonyl)piperazin-1-yl)-phenoxy)methyl)-1,3-dimethyl-1H-pyrazol-4-yl)-3-(3-(naphthalen-1-yloxy)propyl)-1H-indole-2-carboxylate

: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

: ethyl 7-(5-((4-(4-(tert-butoxycarbonyl)piperazin-1-yl)-phenoxy)methyl)-1,3-dimethyl-1H-pyrazol-4-yl)-1-(2-morpholinoethyl)-3-(3-(naphthalen-1-yloxy)propyl)-1H-indole-2-carboxylate

Conditions

Conditions	Yield
With tetra-(n-butyl)ammonium iodide In N,N-dimethyl-formamide at 80℃; for 70h;	100%

: 1130156-65-8
tert-butyl N-(3,4-dichloro-5-hydroxyphenyl)carbamate

: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

: tert-butyl N-{3,4-dichloro-5-[2-(morpholin-4-yl)ethoxy]phenyl}carbamate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 18h;	100%

: 117369-94-5
methyl 3-hydroxy-[1,1’-biphenyl]-4-carboxylate

: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

: methyl 3-(2-morpholinoethoxy)-[1,1’-biphenyl]-4-carboxylate

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 85℃; for 3h; Inert atmosphere;	100%
With caesium carbonate In N,N-dimethyl-formamide at 85℃; for 3h; Inert atmosphere;	100%
With caesium carbonate In N,N-dimethyl-formamide at 85℃; for 3h; Inert atmosphere;	100%

: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

: 4'-(trifluoromethyl)-[1,1'-biphenyl]-4-sulfonyl chloride

: 1009101-86-3
N-(2-methylbut-3-yn-2-yl)-N-(2-morpholinoethyl)-4'-(trifluoromethyl)biphenyl-4-sulfonamide

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 19h;	99%

: 14472-14-1
4-bromo-3-methylphenol

: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

: 947410-54-0
4-[2-(4-bromo-3-methylphenoxy)ethyl]-morpholine

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 80℃; for 3h;	99%

: 53512-46-2
2-methyl-7-methoxy indole

: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

: 4-(2-(7-methoxy-2-methyl-1H-indol-1-yl)ethyl)morpholine

Conditions

Conditions	Yield
Stage #1: 4-(2-chloroethyl)morpholine hydrochride With potassium hydroxide In dimethyl sulfoxide for 0.0833333h; Stage #2: 2-methyl-7-methoxy indole In dimethyl sulfoxide at 100℃; for 3.5h;	99%

: 1431566-19-6
tert-butyl 2-(4-(methylsulfonamido)-1,3-dioxoisoindolin-2-yl)acetate

: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

: 1431566-28-7
tert-butyl 2-(4-(N-(2-morpholinoethyl)-methylsulfonamido)-1,3-dioxoisoindolin-2-yl)acetate

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 75℃;	99%
With potassium carbonate In acetonitrile at 75℃;	99%

: 6418-38-8
2,3-difluorophenol

: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

: 4-(2-(2,3-difluorophenoxy)ethyl)morpholine

Conditions

Conditions	Yield
With tetra-(n-butyl)ammonium iodide; caesium carbonate In acetonitrile at 65℃; for 4h;	99%

: (R)-3-(3-(3,4-dimethoxyphenyl)-1-hydroxypropyl)phenol

: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

: 1374119-33-1
(R)-3-(3,4-dimethoxyphenyl)-1-(3-(2-morpholinoethoxy)phenyl)-propan-1-ol

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 3h;	99%

: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

: 7411-23-6
3,5-dibromotriazole

: 4-[2-(3,5-dibromo-1,2,4-triazol-1-yl)ethyl]morpholine

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 50℃; Inert atmosphere;	99%

: methyl 3-fluoro-9-hydroxy-6,7-dihydro-5H-dibenzo[a,c][7]annulene-2-carboxylate

: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

: methyl 2-(3-fluoro-9-(2-morpholinoethoxy)-6,7-dihydro-5H-dibenzo[a,c][7]annulen-2-yl)acetate

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 90℃; for 15h;	98.9%

: 2491-32-9
1-(4-Hydroxyphenyl)-2-phenylethanone

: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

: 1-[4-(2-morpholinoethoxy)phenyl]-2-phenylethanone

Conditions

Conditions	Yield
With potassium carbonate In acetone for 6h; Heating;	98%

: 713-52-0
methyl 3-hydroxy-4-nitrobenzoate

: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

: methyl 3-(2-morpholinoethoxy)-4-nitrobenzoate

Conditions

Conditions	Yield
With sodium carbonate In N,N-dimethyl-formamide at 80℃;	96.6%

: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

: 2-chloro-4-(p-hydroxyphenyl)pyrimidine

: 866000-10-4
4-{2-[4-(2-chloro-pyrimidin-4-yl)-phenoxy]-ethyl}-morpholine

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In acetone for 16h; Heating / reflux;	96%

: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

: 121-33-5
vanillin

: 46995-89-5
3-methoxy-4-(2-morpholin-4-yl-ethoxy)benzaldehyde

Conditions

Conditions	Yield
Stage #1: vanillin With potassium carbonate In acetonitrile for 0.5h; Stage #2: 4-(2-chloroethyl)morpholine hydrochride In acetonitrile for 8h; Reflux;	96%
With potassium carbonate In butanone for 6h; Reflux;
With potassium carbonate In dimethyl sulfoxide

: 914224-34-3
2-(4-nitrophenyl)imidazo[2,1-b][1,3]benzothiazol-7-ol

: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

: 950769-60-5
4-(2-((2-(4-nitrophenyl)benzo[d]imidazo[2,1-b]thiazol-7-yl)oxy)ethyl)morpholine

Conditions

Conditions	Yield
With tetra-(n-butyl)ammonium iodide; potassium carbonate In N,N-dimethyl-formamide at 90 - 95℃; for 5h;	96%
With tetra-(n-butyl)ammonium iodide; potassium carbonate In N,N-dimethyl-formamide at 90 - 95℃; for 5h; Product distribution / selectivity; Industry scale;	96%
With tetra-(n-butyl)ammonium iodide; potassium carbonate In N,N-dimethyl-formamide at 90℃; for 5h; Product distribution / selectivity;	95%

: 1221486-64-1
8-chloro-1-hydroxy-10,11-dihydrodibenzo[a,d]cyclohepten-5-one

: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

: 1221486-67-4
8-chloro-1-(2-morpholin-4-yl-ethoxy)-10,11-dihydrodibenzo[a,d]cyclohepten-5-one

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃;	96%

: 1416136-82-7
2-[3-(benzyloxy)phenyl]-1,1-bis(4-hydroxyphenyl)-1-butene

: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

: 1416136-86-1
2-[3-(benzyloxy)phenyl]-1,1-bis{4-[2-(morpholin-4-yl)ethoxy]phenyl}-1-butene

Conditions

Conditions	Yield
Stage #1: 2-[3-(benzyloxy)phenyl]-1,1-bis(4-hydroxyphenyl)-1-butene With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 0.25h; Inert atmosphere; Stage #2: 4-(2-chloroethyl)morpholine hydrochride With ammonium chloride In N,N-dimethyl-formamide at 50℃; for 6h; Inert atmosphere;	96%
Stage #1: 2-[3-(benzyloxy)phenyl]-1,1-bis(4-hydroxyphenyl)-1-butene With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 0.25h; Stage #2: 4-(2-chloroethyl)morpholine hydrochride In N,N-dimethyl-formamide at 50℃; for 6h;	96%

: (S)-methyl 1-(3-fluoro-2-methylphenyl)-3-(1H-pyrazol-4-yl)cyclopentanecarboxylate

: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

: (S)-methyl 1-(3-fluoro-2-methylphenyl)-3-(1-(2-morpholinoethyl)-1H-pyrazol-4-yl)cyclopentanecarboxylate

Conditions

Conditions	Yield
With caesium carbonate; potassium iodide In acetonitrile at 65℃; for 18h; Inert atmosphere;	96%

: 955121-59-2
KD-114

: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

: 1,3-dimethyl-9-(4-(2-morpholinoethoxy)phenylethyl)-6,7,8,9-tetrahydropyrimido[2,1-f]purine-2,4(1H,3H)-dione

Conditions

Conditions	Yield
With potassium carbonate In butanone for 10h; Reflux;	96%

: 487-89-8
Indole-3-carboxaldehyde

: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

: 151409-85-7
1-(2-morpholin-4-yl-ethyl)-1H-indole-3-carbaldehyde

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 48h;	95.4%
With potassium carbonate In N,N-dimethyl-formamide at 55℃; for 60h;	90%
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 36h; Reflux;	52%
Stage #1: Indole-3-carboxaldehyde With caesium carbonate In acetonitrile at 60℃; for 2h; Stage #2: 4-(2-chloroethyl)morpholine hydrochride In acetonitrile at 60℃; for 1h;	49%

: trans-6-methoxy-1,1-dimethyl-2,3-diphenyl-2,3-dihydro-1H-inden-4-ol

: 3647-69-6
4-(2-chloroethyl)morpholine hydrochride

: C30H35NO3

Conditions

Conditions	Yield
In isopropyl alcohol at 53 - 55℃; for 3h;	95.3%

4-(2-Chloroethyl)morpholine hydrochloride Chemical Properties

Molecular Formula: C₆H₁₃Cl₂NO
Formula Weight: 186.08
mp OF 4-(2-CHLOROETHYL)MORPHOLINE HYDRO CHLORIDE (3647-69-6): 180-185^°C (dec.)(lit.)
Flash Point: 76.4^°C
Boiling Point: 202.8 ^°C at 760 mmHg
Water Solubility : soluble
Vapour Pressure: 0.288 mmHg at 25^°C
Sensitive of 4-(2-CHLOROETHYL)MORPHOLINE HYDRO CHLORIDE (3647-69-6): Hygroscopic
Appearence of 4-(2-CHLOROETHYL)MORPHOLINE HYDRO CHLORIDE (3647-69-6): White to beige crystalline powder

4-(2-Chloroethyl)morpholine hydrochloride Uses

4-(2-Chloroethyl)morpholine hydro chloride (3647-69-6) (MOC) is used as intermediate for the synthesis of pharmaceuticals (e.g. floredil, morinamide, nimorazole and pholcodine).

4-(2-Chloroethyl)morpholine hydrochloride Production

4-(2-Chloroethyl)morpholine hydro chloride (3647-69-6) is obtained by thionyl chloride chlorination reaction with morpholine ethanol, which is get from the addition reaction of morpholine and epoxy ethane.

4-(2-Chloroethyl)morpholine hydrochloride Toxicity Data With Reference

1.	mmo-sat 21,500 nmol/L	ENMUDM Environmental Mutagenesis. 3 (1981),11.
2.	mmo-esc 21,500 nmol/L	ENMUDM Environmental Mutagenesis. 3 (1981),11.
3.	dns-rat:lvr 100 µmol/L	ENMUDM Environmental Mutagenesis. 3 (1981),11.
4.	msc-mus:lym 44 µmol/L	ENMUDM Environmental Mutagenesis. 3 (1981),33.

4-(2-Chloroethyl)morpholine hydrochloride Consensus Reports

Reported in EPA TSCA Inventory.

4-(2-Chloroethyl)morpholine hydrochloride Safety Profile

Safety: WARNING: Irreversible damage risk, protect skin/eyes/lungs.
Hazard Codes : T (Toxic)
Risk Statements : 21-25-34-43-52/53 (Harmful in contact with skin; Toxic if swallowed; Causes burns; May cause sensitization by skin contact; Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment)
Safety Statements : 26-36/37/39-45-61 (In case of contact with eyes, rinse immediately with plenty of water and seek medical advice; Wear suitable protective clothing, gloves and eye/face protection; In case of accident or if you feel unwell, seek medical advice immediately; Avoid release to the environment. Refer to special instructions safety data sheet)
RIDADR : UN 2923 8/PG 3
WGK Germany : 2
RTECS : QE0260000
PackingGroup : III
HS Code : 29349990
Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits very toxic fumes of Cl⁻ and NO_x.

4-(2-Chloroethyl)morpholine hydrochloride Specification

Storage: Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Keep container closed when not in use.

Product Name

4-(2-Chloroethyl)morpholine hydrochloride

Synthetic route

4-(2-Chloroethyl)morpholine hydrochloride Chemical Properties

4-(2-Chloroethyl)morpholine hydrochloride Uses

4-(2-Chloroethyl)morpholine hydrochloride Production

4-(2-Chloroethyl)morpholine hydrochloride Toxicity Data With Reference

4-(2-Chloroethyl)morpholine hydrochloride Consensus Reports

4-(2-Chloroethyl)morpholine hydrochloride Safety Profile

4-(2-Chloroethyl)morpholine hydrochloride Specification

Related Products

Hot Products