2387-20-4

Basic information

• Product Name: 1-(2-Chloroethyl)imidazolidin-2-one
• Synonyms: 1-(2-chloroethyl)imidazolidin-2-one;N-(2-Chloroethyl)imidazolidinone;1-(2-Chloroethyl)iMidazolidine-2-one;N-(β-Chloroethyl)-N,N'-ethyleneurea;NSC 76791
• CAS NO: 2387-20-4
• Molecular Formula: C₅H₉ClN₂O
• Molecular Weight: 148.59
• EINECS: 219-212-1
• Product Categories: Heterocycles
• Mol File: 2387-20-4.mol

Chemical Properties

• Melting Point: 85-85 °C(Solv: acetone (67-64-1); carbon tetrachloride (56-23-5))
• Boiling Point: 347.5 °C at 760 mmHg
• Flash Point: 164 °C
• Appearance: /
• Density: 1.225 g/cm³
• Vapor Pressure: 5.36E-05mmHg at 25°C
• Refractive Index: 1.489
• PKA: 14.31±0.20(Predicted)
• CAS DataBase Reference: 1-(2-Chloroethyl)imidazolidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-Chloroethyl)imidazolidin-2-one(2387-20-4)
• EPA Substance Registry System: 1-(2-Chloroethyl)imidazolidin-2-one(2387-20-4)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 2387-20-4(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
1-(2-Chloroethyl)imidazolidin-2-one is used as a synthetic building block for the creation of various organic compounds. Its unique structure allows it to be a valuable intermediate in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals. The presence of the chloroethyl group and the imidazolidinone ring in the molecule makes it a versatile and reactive component in organic synthesis processes.
Used in Pharmaceutical Industry:
1-(2-Chloroethyl)imidazolidin-2-one is used as a key intermediate in the development of new drugs for various therapeutic applications. Its reactivity and structural features make it a promising candidate for the design and synthesis of novel pharmaceutical compounds with potential therapeutic benefits.
Used in Agrochemical Industry:
In the agrochemical industry, 1-(2-Chloroethyl)imidazolidin-2-one is used as a starting material for the synthesis of new pesticides, herbicides, and other crop protection agents. Its unique chemical properties enable the development of innovative and effective products to address the challenges faced by the agricultural sector.
Used in Specialty Chemicals:
1-(2-Chloroethyl)imidazolidin-2-one is also utilized in the production of specialty chemicals, such as dyes, additives, and coatings. Its versatility in organic synthesis allows for the creation of a wide range of products with specific properties tailored to various industrial applications.

InChI:InChI=1/C5H9ClN2O/c6-1-3-8-4-2-7-5(8)9/h1-4H2,(H,7,9)

Upstream product

• 3699-54-5 2-oxo-imidazolidine-1-ethanol 
• 98070-00-9 1-(2-nitroamino-ethyl)-imidazolidin-2-one 
• 154-93-8 1,3-bis(2-chloroethyl)-1-nitrosourea 

Downstream Products

• 109099-94-7 1-(2-benzylamino-ethyl)-imidazolidin-2-one; hydrochloride 
• 4971-43-1 N-(vinyl)-2-imidazolidinone 
• 6281-42-1 2-aminoethylimidazolidone 
• 116842-60-5 1-<2-(4-benzyl-1-piperazinyl)ethyl>-2-imidazolidinone 
• 106516-21-6 Lu 23-086 
• 138923-84-9 1-(2-{4-[1-(4-Fluoro-phenyl)-5-methyl-1H-indol-3-yl]-piperidin-1-yl}-ethyl)-imidazolidin-2-one 
• 138900-31-9 1-(2-{4-[5-Fluoro-1-(4-fluoro-phenyl)-1H-indol-3-yl]-piperidin-1-yl}-ethyl)-imidazolidin-2-one 
• 138900-32-0 1-[2-[4-[5-bromo-1-(4-fluorophenyl)-1H-indol-3-yl]-1-piperidinyl]ethyl]-2-imidazolidinone 
• 138900-26-2 1-(2-{4-[5-cyano-1-(4-fluorophenyl)-1H-indol-3-yl]-1,2,3,6-tetrahydropyridin-1-yl}ethyl)-2-imidazolidinone 
• 138900-37-5 1-(4-fluorophenyl)-3-[1-[2-(2-imidazolidinon-1-yl)ethyl]-4-piperidyl]-5-methoxy-1H-indole 
• 138900-34-2 1-(2-{4-[5-cyano-1-(4-fluorophenyl)-1H-indol-3-yl]-1-piperidinyl}ethyl)-2-imidazolidinone 
• 106516-55-6 1-(4-Fluorophenyl)-3-[1-[2-(2-imidazolidinon-1-yl)ethyl]-1,2,3,6-tetrahydropyridin-4-yl]-5-trifluoromethyl-1H-indole 
• 138900-33-1 1-(2-{4-[1-(4-Fluoro-phenyl)-5-trifluoromethyl-1H-indol-3-yl]-piperidin-1-yl}-ethyl)-imidazolidin-2-one 
• 138900-35-3 1-(2-{4-[1-(4-Fluoro-phenyl)-5-methanesulfonyl-1H-indol-3-yl]-piperidin-1-yl}-ethyl)-imidazolidin-2-one 

Relevant articles and documents

Ionic-Liquid-Supported 1,3-Dimethylimidazolidin-2-one: Application as a Reusable Halogenation Reagent

We describe the synthesis of ionic-liquid-supported 1,3-dimethylimidazolidin-2-one, together with the halogenation of alcohols in a reaction system in which this reagent is combined with oxalyl chloride. A new method was established that does not require additives such as bases, and which permits the ready isolation and purification of the product. Good conversions were obtained, and good reusability of the reagent was observed.

N-VINYLIMIDAZOLIDONE COMPOUND, AND POLYMER THEREOF

PROBLEM TO BE SOLVED: To provide an N-vinylimidazolidone compound polymer that is expected to be applied for a cell culture material, a temperature-responsive material and others. SOLUTION: The present invention provides a polymer polymerized with an N-vinylimidazolidone compound (1) as a monomer, or a copolymer comprising the monomer and a monomer of a different structure (R1 is H, C1-12 alkyl or acyl; R2 and R3 is H or methyl). SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT

Graft polymer to which combined nitrogen molecules are grafted

The present invention relates to a modified polymer obtained by grafting of a compound comprising at least one group Q and at least one group A, bonded together by at least, and preferably, one “spacer” group Sp in which: Q comprises a dipole containing at least, and preferably, one nitrogen atom, capable of being grafted onto the polymer chain by [1,3]-dipolar cycloaddition,A comprises an associative group comprising at least one nitrogen atom,Sp is an atom or a group of atoms forming a bond between Q and A.

MOLECULES HAVING COMBINABLE GROUPS

The present invention relates to nitrogenous associative molecules comprising at least one unit rendering them capable of associating with one another or with a filler, via noncovalent bonds, and comprising a function capable of reacting with a polymer containing unsaturations so as to form a covalent bond with said polymer.

Tyrosine kinase inhibitors

The present invention relates to compounds which inhibit, regulate and/or modulate tyrosine kinase signal transduction, compositions which contain these compounds, and methods of using them to treat tyrosine kinase-dependent diseases and conditions, such as angiogenesis, cancer, tumor growth, atherosclerosis, age related macular degeneration, diabetic retinopathy, inflammatory diseases, and the like in mammals.

Degradation and disposal of some antineoplastic drugs

Bulk quantities and pharmaceutical preparations of the antineoplastic drugs carmustine (BCNU), lomustine (CCNU), chlorozotocin, N-[2-chloroethyl]-N'-[2,6-dioxo-3-piperidinyl]-N-nitrosourea (PCNU), methyl CCNU, mechlorethamine, melphalan, chlorambucil, cyclophosphamide, ifosfamide, uracil mustard, and spiromustine may be degraded using nickel-aluminium alloy in KOH solution. The drugs are completely destroyed and only nonmutagenic reaction mixtures are produced. destruction of cyclophosphamide in tablets requires refluxing in HCl before the nickel-aluminium alloy reduction. Streptozotocin, chlorambucil, and mechlorethamine may be degraded using an excess of saturated bicarbonate solution. The nitrosourea drugs BCNU, CCNU, chlorozotocin, PCNU, methyl CCNU, and streptozotocin were also degraded using hydrogen bromide in glacial acetic acid. The drugs were completely destroyed but some of the reaction mixtures were mutagenic and the products were found to be, in some instances, the corresponding mutagenic, denitrosated compounds.

Nitroimidazoles: Part IV - 1-Sulphonyl(carbamoyl/thiocarbamoyl)-3-(1-methyl-5-nitroimidazol-2-yl)-2-imidazolidinones

Sulphone (5) is condensed with sodium salts of a variety of 1-suplphonyl (7), 1-thiocarbamoyl (9) and 1-carbonyl (10)-2-imidazolidinones to give 3-(2-imidazolyl)imidazolidinones (12), (13) and (14) respectively, out of which 1-methylsulphonyl-3-(1-methyl-5-nitro-imidazol-2-yl)-2-imidazolidinone (12a) is undergoing clinical trials as an antiamoebic-antitrichomonal agent. 15 and 16 are analougous imidazolidinones, while 17 and 18 are benzimidazolone derivatives.The reaction of 5 with the sodium salt of 2-imidazolidinone gives rise to the mono and bis-condensation products 21 and 22 respectively.Several other minor byproducts, 23-27 have been identified. 23, 26 and 27 arise from 21. 24, a transformation product of 5 leads to the ether 25 by a displacement reaction.A second synthesis of 12a involves the nitration of imidazolylimidazolidinone (30) in the terminal step, with 30 becoming available from 1-methyl-2-aminoimidazole (28) and chloroethyl isocyanate, and subsequent reaction of resultant 29 with methanesulphonyl chloride.The higher ring homologue, 33 of 12a is synthesised in poor yield from 5 and 1-methylsulphonylhexahydropyrimidinone.Treatment of 12a and 13a with KI in DMF leads to the isomeric 4-nitro derivatives 38a, b and desmethyl derivates 37a, b.Treatment of 12a with triethyloxonium fluoroborate affords the quaternary isothiourea (35) which is hydrolysed to 36.Treatment of 12a and 13a with aqeous alkali leads to cleavage of imidazolidinone ring to form the ethylenediamines 31a and b.Position isomers 41 and 43 of 12a are respetcively obtained by the reaction of 1-methyl-4-nitro-5-chloro-(40)-, and 1-methyl-5-nitro-4-chloro-(42)-imidazoles with 1-methylsulphonyl-ethylene urea.Treatment of the last compound with various reactive halides, e.g. 2-chlorobenzothiazole, yields several analogues 44a-i of 12a while niridazole (45) and methylsulphonyl chloride affords nitrothiazole analogue 46.