4-(2-Chloroethyl)morpholine
4-(2-Chloroethyl)morpholine Basic information
- Product Name:
- 4-(2-Chloroethyl)morpholine
- Synonyms:
-
- TIMTEC-BB SBB004079
- N-CHLOROETHYLMORPHOLINE
- 4-(2-CHLORO-ETHYL)-MORPHOLINE
- 2-(4-morpholinyl)ethylchloride
- 2-morpholinoethylchloride
- 4-(2-chloroethyl)-morpholin
- beta-chloroethylmorpholine
- beta-morpholinoethylchloride
- CAS:
- 3240-94-6
- MF:
- C6H12ClNO
- MW:
- 149.62
- EINECS:
- 221-810-2
- Product Categories:
-
- Thiadiazoles
- Mol File:
- 3240-94-6.mol
4-(2-Chloroethyl)morpholine Chemical Properties
- Boiling point:
- 94°C/12mmHg(lit.)
- Density
- 1.0823 (rough estimate)
- refractive index
- 1.4750 to 1.4790
- storage temp.
- Storage temp. -20°C
- pka
- 6.15±0.10(Predicted)
- Appearance
- Colorless to light yellow Liquid
- InChI
- InChI=1S/C6H12ClNO/c7-1-2-8-3-5-9-6-4-8/h1-6H2
- InChIKey
- ZAPMTSHEXFEPSD-UHFFFAOYSA-N
- SMILES
- N1(CCCl)CCOCC1
- CAS DataBase Reference
- 3240-94-6(CAS DataBase Reference)
- EPA Substance Registry System
- Morpholine, 4-(2-chloroethyl)- (3240-94-6)
4-(2-Chloroethyl)morpholine Usage And Synthesis
Uses
4-(2-Chloroethyl)morpholine
Synthesis
622-40-2
3240-94-6
Thionyl chloride (69.44 mmol, 5.06 mL, 5.0 eq.) was slowly added to a stirred solution of 2-morpholinoethan-1-ol (13.88 mmol, 2.5 g, 1.0 eq.) in dichloromethane (25 mL) with a catalytic amount of DMF at 0 °C. The reaction mixture was heated to 40 °C overnight. The reaction progress was monitored by TLC. After completion of the reaction, the solvent was removed by vacuum evaporation to give the crude product. The crude product was diluted with dichloromethane and washed with saturated sodium bicarbonate solution. The organic layer was concentrated under reduced pressure to give the crude residue. The crude product was purified by column chromatography using dichloromethane solution containing 3% methanol as eluent to afford the target compound 4-(2-chloroethyl)morpholine (2.0 g, 74.0% yield) as a colorless liquid.1H NMR (DMSO-d6, 300 MHz): δ 3.69 (t, J = 6.9 Hz, 2H), 3.57 (m, J = 4.5 Hz, 4H ), 2.64 (t, J = 6.9 Hz, 2H), 2.43 (t, J = 4.5 Hz, 4H); MS: [M + H]+ 149.95 (10%).
References
[1] Patent: WO2017/149518, 2017, A1. Location in patent: Page/Page column 25; 26
[2] Patent: WO2018/29604, 2018, A1. Location in patent: Page/Page column 47
[3] Journal of the American Chemical Society, 1940, vol. 62, p. 1443,1446
[4] Journal of the American Pharmaceutical Association (1912-1977), 1953, vol. 42, p. 342
[5] Journal of the Indian Chemical Society, 1959, vol. 36, p. 349,352
4-(2-Chloroethyl)morpholine Preparation Products And Raw materials
Preparation Products
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4-(2-Chloroethyl)morpholine(3240-94-6)Related Product Information
- N-(2,2-DICHLORO-1-MORPHOLINOETHYLIDENE)-N'-[2-(2,4-DICHLOROPHENOXY)PHENYL]UREA
- 4-[CHLORO(PHENYL)ACETYL]MORPHOLINE
- 4-(2-CHLOROACETYL)MORPHOLINE
- TRIMORPHAMID
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- TIMTEC-BB SBB010861
- 4-(CHLOROACETYL)-2-METHYLMORPHOLINE
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- 3(2H)-Pyridazinone, 6-chloro-5-(4-morpholinyl)-, hydrazone, sulfate (1 :1)
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