Identification | More | [Name]
4-(2-CHLOROACETYL)MORPHOLINE | [CAS]
1440-61-5 | [Synonyms]
2-CHLORO-1-(4-MORPHOLINYL)-1-ETHANONE 2-CHLORO-1-MORPHOLIN-4-YL-ETHANONE 2-CHLORO-1-MORPHOLINOETHAN-1-ONE 4-(2-CHLOROACETYL)MORPHOLINE 4-(CHLOROACETYL)MORPHOLINE AKOS BBS-00000944 BUTTPARK 30\04-53 LABOTEST-BB LT00000129 MORPHOLINE, 4-(2-CHLOROACETYL)- N-(CHLOROACETYL)MORPHOLINE TIMTEC-BB SBB005580 4-(chloroacetyl)-morpholin chloroaceticacidmorpholide 4-(2-Chloroacetyl)morpholine, 97+% Morpholine, 4-(chloroacetyl)-(6CI,7CI,8CI,9CI) 2-Chloro-1-morpholinoethan-1-one, 95+% 2-CHLORO-1-MORPHOLIN-4-YL-ETHANONE >98% 4-(CHLOROACETYL)MORPHOLINE, 97+% 2-Chloro-1-(4-morpholinyl)ethanone, 2-Chloro-1-morpholinoethanone, 2-Morpholino-2-oxoethyl chloride, 4-Morpholinylcarbonylmethyl chloride, N-(Chloroacetyl)morpholine, Chloroacetic acid morpholide, Chloroacetic acid morpholine amide, Morpholine chloroacetamide 1-Morpholino-2-chloroethanone | [EINECS(EC#)]
215-880-3 | [Molecular Formula]
C6H10ClNO2 | [MDL Number]
MFCD00721939 | [Molecular Weight]
163.6 | [MOL File]
1440-61-5.mol |
Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . R22:Harmful if swallowed. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
UN3261 | [WGK Germany ]
3 | [Hazard Note ]
Irritant | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29349990 |
Hazard Information | Back Directory | [Chemical Properties]
Colorless liquid | [Uses]
The chloroacetyl derivatives | [Uses]
The chloroacetyl derivatives are microbicides for adhesives, cellulose foams, oil emulsions, cooling water, etc. | [Synthesis]
Step 1: Morpholine (1.00 mL, 11.5 mmol) and toluene (30 mL) were added to a dry three-necked flask equipped with a magnetic stirrer under nitrogen protection. Potassium carbonate (3.17 g, 22.9 mmol) was then added and stirred until completely dissolved. Chloroacetyl chloride (0.91 mL, 11.4 mmol) was slowly added dropwise under the cooling of an ice bath, and after completion of the dropwise addition, the ice bath was removed, the temperature was raised to 60 °C and the reaction was continuously stirred for 2 hours. After completion of the reaction, the reaction mixture was cooled to room temperature, filtered to remove insoluble solids, and the solids were washed with a small amount of toluene. The filtrate and washings were combined and concentrated under reduced pressure to remove the solvent to give N-chloroacetylmorpholine as a white solid (1.87 g, quantitative yield). The product was characterized by 1H-NMR (270 MHz, CDCl3): δ 3.51-3.54 (m, 2H), 3.62-3.65 (m, 2H), 3.68-3.74 (m, 4H), 4.07 (s, 2H). | [References]
[1] Patent: EP1650194, 2006, A1. Location in patent: Page/Page column 34 [2] Patent: WO2012/72019, 2012, A1. Location in patent: Page/Page column 71-72 [3] Molecules, 2015, vol. 20, # 11, p. 19984 - 20013 [4] Patent: WO2016/147144, 2016, A1. Location in patent: Page/Page column 222 [5] Journal of Medicinal Chemistry, 2009, vol. 52, # 21, p. 6660 - 6671 |
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