Cas no 92952-84-6 (1-(2-Chloroethyl)-1H-imidazole)

1-(2-Chloroethyl)-1H-imidazole structure
92952-84-6 structure
Product Name:1-(2-Chloroethyl)-1H-imidazole
CAS No:92952-84-6
MF:C5H7ClN2
MW:130.575479745865
MDL:MFCD00799332
CID:809134
Update Time:2025-10-28

1-(2-Chloroethyl)-1H-imidazole Chemical and Physical Properties

Names and Identifiers

    • 1-(2-Chloroethyl)-1H-imidazole
    • 1-(2-chloroethyl)imidazole
    • 1H-Imidazole,1-(2-chloroethyl)-
    • 2-(imidazol-1-yl)ethyl chloride
    • 1-(2-Chlorethyl)-1H-imidazol
    • 2-chloro-1-(imidazo-1-yl)-ethane
    • N-(2-chloroethyl)imidazole
    • 1-(2-Chloroethyl)-1H-imidazole (ACI)
    • MDL: MFCD00799332
    • Inchi: 1S/C5H7ClN2/c6-1-3-8-4-2-7-5-8/h2,4-5H,1,3H2
    • InChI Key: WQRYDDUXWFSPQG-UHFFFAOYSA-N
    • SMILES: ClCCN1C=CN=C1

Computed Properties

  • Exact Mass: 130.03000
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 2

Experimental Properties

  • Density: 1.19±0.1 g/cm3 (20 oC 760 Torr),
  • Melting Point: 108-118°C
  • Boiling Point: 269.9±23.0 oC (760 Torr),
  • Flash Point: 117.0±22.6 oC,
  • Solubility: Dissolution (54 g/l) (25 o C),
  • PSA: 17.82000
  • LogP: 1.12190

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1-(2-Chloroethyl)-1H-imidazole Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Thionyl chloride
Reference
Synthesis of aminoalkylbenzyl tert-butyl ketones
Montginoul, Claude; Richard, Marie Josee; Vigne, Christian; Giral, Louis, Annales Pharmaceutiques Francaises, 1985, 43(3), 249-55

Production Method 2

Reaction Conditions
1.1 Reagents: Potassium carbonate Solvents: 1,2-Dichloroethane ;  12 h, reflux
Reference
The first bridged, bifunctional cyclopentadienyl-imidazolylidene ligand and complexes with titanium and zirconium
Mueller, Joern; Piotrowski, Ingo; von Chrzanowski, Lars, Zeitschrift fuer Naturforschung, 2007, 62(3), 467-474

Production Method 3

Reaction Conditions
1.1 Reagents: Potassium carbonate ,  Potassium hydroxide
Reference
Investigations on Ionic Liquids as Chiral Auxilaries
Aigner, Michaela, 2006, , ,

Production Method 4

Reaction Conditions
1.1 Reagents: Potassium carbonate Solvents: Acetonitrile ;  rt
Reference
Preparation of heteroaryl-substituted pyrazolo[1,5-a]pyridines as RET inhibitors, pharmaceutical compositions and uses thereof
, World Intellectual Property Organization, , ,

Production Method 5

Reaction Conditions
1.1 Reagents: Potassium carbonate ,  Potassium hydroxide Catalysts: Tetrabutylammonium bromide ;  50 °C; 2 h, 50 °C
Reference
Quinazoline derivative useful in treatment of cancer and its preparation
, World Intellectual Property Organization, , ,

Production Method 6

Reaction Conditions
1.1 Reagents: Potassium carbonate ,  Potassium hydroxide Catalysts: Tetrabutylammonium fluoride ;  5 h, 45 - 50 °C
Reference
Preparation of prodrugs of fused heterocyclic inhibitors of D-amino acid oxidase (DAAO).
, World Intellectual Property Organization, , ,

Production Method 7

Reaction Conditions
1.1 Reagents: Sodium ethoxide Solvents: Ethanol ;  2 h, reflux
Reference
Preparation of cyclic protein tyrosine kinase inhibitors
, World Intellectual Property Organization, , ,

Production Method 8

Reaction Conditions
1.1 Reagents: Potassium carbonate Solvents: Acetonitrile ;  15 h, 50 °C
Reference
Preparation of pyrazolo[1,5-a]pyridine compounds as RET kinase inhibitor and used for prevention or treatment of RET-related diseases
, China, , ,

Production Method 9

Reaction Conditions
1.1 Reagents: Potassium carbonate ,  Potassium hydroxide Catalysts: Tetrabutylammonium bromide Solvents: 1,2-Dichloroethane ;  5 h, 50 °C
Reference
Preparation of substituted 1H-benzo[d]imidazole compounds as CXCR4 inhibitors for treatment of cancer
, World Intellectual Property Organization, , ,

Production Method 10

Reaction Conditions
1.1 Reagents: Potassium carbonate Catalysts: Tetrabutylammonium bromide Solvents: Dichloromethane ;  5 h, rt
Reference
Complex monomer of polyacid-polymerizable imidazolium salt compound
, Japan, , ,

Production Method 11

Reaction Conditions
1.1 Reagents: Potassium carbonate Solvents: Acetone ;  3 h, 35 °C
1.2 Reagents: Hydrochloric acid Solvents: Water
Reference
Preparation of benzamide derivatives for treating and/or preventing sEH-mediated diseases
, China, , ,

Production Method 12

Reaction Conditions
1.1 Solvents: 1,2-Dichloroethane ;  3 d, rt
Reference
Preparation of 5-alkylthio-7-[(4-arylbenzyl)amino]-1(2)H-pyrazolo[4,3-d]pyrimidines for the treatment of lymphoma
, Czech Republic, , ,

Production Method 13

Reaction Conditions
1.1 Reagents: Potassium carbonate ,  Tetrabutylammonium bromide
Reference
Palladium Complexes of Thio/Seleno-Ether Containing N-Heterocyclic Carbenes: Efficient and Reusable Catalyst for Regioselective C-H Bond Arylation
Bhatt, Ramprasad; Bhuvanesh, Nattamai; Sharma, Kamal Nayan ; Joshi, Hemant, European Journal of Inorganic Chemistry, 2020, 2020(6), 532-540

Production Method 14

Reaction Conditions
1.1 Solvents: 1,2-Dichloroethane ;  3 d, rt
1.2 Solvents: Water ;  rt
Reference
3,5,7-Substituted Pyrazolo[4,3-d]pyrimidine Inhibitors of Cyclin-Dependent Kinases and Their Evaluation in Lymphoma Models
Jorda, Radek ; Havlicek, Libor; Sturc, Antonin; Tuskova, Diana; Daumova, Lenka; et al, Journal of Medicinal Chemistry, 2019, 62(9), 4606-4623

Production Method 15

Reaction Conditions
1.1 Reagents: Potassium carbonate ,  Tetrabutylammonium chloride ,  Sodium hydroxide ;  3 h, 50 °C
Reference
Synthesis and antiprotozoal activity of novel 2-{[2-(1H-imidazol-1-yl)ethyl]sulfanyl}-1H-benzimidazole derivatives
Perez-Villanueva, Jaime; Hernandez-Campos, Alicia; Yepez-Mulia, Lilian; Mendez-Cuesta, Carlos; Mendez-Lucio, Oscar; et al, Bioorganic & Medicinal Chemistry Letters, 2013, 23(14), 4221-4224

Production Method 16

Reaction Conditions
1.1 Reagents: Sodium ethoxide Solvents: Ethanol ;  2 h, reflux
Reference
Synergistic methods and compositions using insulin-like growth factor 1 receptor (IGF1R) inhibitors with additional kinase inhibitors for treating cancer
, United States, , ,

Production Method 17

Reaction Conditions
1.1 Reagents: Sodium ethoxide Solvents: Ethanol ;  2 h, reflux
Reference
Preparation of 5-thiazolecarboxamides as protein tyrosine kinase inhibitors
, United States, , ,

1-(2-Chloroethyl)-1H-imidazole Raw materials

1-(2-Chloroethyl)-1H-imidazole Preparation Products

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