| Identification | More | [Name]
2-(TRICHLOROACETYL)PYRROLE | [CAS]
35302-72-8 | [Synonyms]
2,2,2-TRICHLORO-1-(1H-PYRROL-2-YL)ETHAN-1-ONE
2,2,2-TRICHLORO-1-(1H-PYRROL-2-YL)ETHANONE
2-PYRROLYL TRICHLOROMETHYL KETONE
2-(TRICHLOROACETYL)PYRROLE
LABOTEST-BB LT00452244
2-(Trichloroacetyl)-1H-pyrrole | [EINECS(EC#)]
671-031-0 | [Molecular Formula]
C6H4Cl3NO | [MDL Number]
MFCD00128757 | [Molecular Weight]
212.46 | [MOL File]
35302-72-8.mol |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
UN 1759 8/PG III | [WGK Germany ]
3
| [HazardClass ]
IRRITANT | [PackingGroup ]
III | [HS Code ]
29339900 |
| Hazard Information | Back Directory | [Uses]
2-(Trichloroacetyl)pyrrole, is a building block used for the synthesis of more complex pharmaceutical compounds, such as Oroidin, Hymenidin and Clathrodin. | [General Description]
2-(Trichloroacetyl)pyrrole is a 2-substituted pyrrole. It undergoes acylation to afford 4-acyl derivatives (4-formyl to 4-hexanoyl). | [Synthesis]
To a stirred solution of 2,2,2-trichloroacetyl chloride (25.5 mL, 0.227 mol) in anhydrous ether (45 mL) was added pyrrole (14.3 mL, 0.206 mol) slowly and dropwise at 0°C in an ice bath. The reaction mixture was stirred continuously. After the reaction was carried out for 2 days, brine solution (300 mL) was added to the reaction solution. Subsequently, the mixture was extracted with ethyl acetate (3 x 100 mL) and water (100 mL). The organic extracts were combined, dried with anhydrous magnesium sulfate (MgSO?), and then evaporated to remove the solvent to afford the target product 2,2,2-trichloro-1-(1H-pyrrol-2-yl)ethanone as a brown solid (43.6 g, 99% yield). | [References]
[1] Beilstein Journal of Organic Chemistry, 2015, vol. 11, p. 897 - 905
[2] Journal of Organic Chemistry, 1993, vol. 58, # 25, p. 7245 - 7257
[3] Tetrahedron Letters, 2014, vol. 55, # 49, p. 6698 - 6702
[4] Patent: EP3248968, 2017, A1. Location in patent: Paragraph 0097
[5] Organic Letters, 2011, vol. 13, # 17, p. 4550 - 4553 |
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