99421-72-4

Basic information

• Product Name: Ethanimidic acid, 2,2,2-trichloro-, 1-phenylethyl ester
• CAS NO: 99421-72-4
• Molecular Formula: C10H10Cl3NO
• Molecular Weight: 266.554
• Mol File: 99421-72-4.mol

Chemical Properties

• CAS DataBase Reference: Ethanimidic acid, 2,2,2-trichloro-, 1-phenylethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanimidic acid, 2,2,2-trichloro-, 1-phenylethyl ester(99421-72-4)
• EPA Substance Registry System: Ethanimidic acid, 2,2,2-trichloro-, 1-phenylethyl ester(99421-72-4)

Safety Data

• Hazardous Substances Data: 99421-72-4(Hazardous Substances Data)

Upstream product

• 98-85-1 1-Phenylethanol 
• 545-06-2 trichloroacetonitrile 
• 60-29-7 diethyl ether 
• 1517-69-7 (R)-1-phenylethanol 

Downstream Products

• 1246182-86-4 C₈H₉⁽²⁾HO 
• 779-54-4 (S)-N-phenyl-1-phenylethylamine 
• 779-54-4 (R)-phenyl-(1-phenylethyl)amine 
• 22620-11-7 (1-phenyl-ethyl)-picryl ether 
• 594-65-0 trichloroacetamide 
• 99421-71-3 2,2,2-trichloro-N-(1-phenylethyl)acetamide 
• 779-54-4 phenyl(1-phenylethyl)amine 
• 881846-79-3 4-chloro-N-(1-phenylethyl)benzenamine 
• 330793-63-0 N‐(1‐phenylethyl)‐4‐bromoaniline 
• 1019544-78-5 2-bromo-N-(1-phenylethyl)aniline 
• 31488-84-3 2-nitro-N-(1-phenylethyl)aniline 
• 6299-04-3 N-methyl-N-phenylethylaniline 

Relevant articles and documents

Bismuth(iii)-catalyzed regioselective alkylation of tetrahydroquinolines and indolines towards the synthesis of bioactive core-biaryl oxindoles and CYP19 inhibitors

Bismuth(iii)-catalyzed regioselective functionalization at the C-6 position of tetrahydroquinolines and the C-5 position of indolines has been demonstrated. For the first time, one pot symmetrical and unsymmetrical arylation of isatins with tetrahydroquinolines was accomplished giving a completely new product skeleton in good to excellent yields. Most importantly, this protocol leads to the formation of a highly strained quaternary carbon stereogenic center, which is a challenging task. Benzhydryl and 1-phenylethyl trichloroacetimidates have been used as the alkylating partners to functionalize the C-6 and C-5 positions of tetrahydroquinolines and indolines, respectively. The scope of the developed methodology has been extended for the synthesis of the bioactive CYP19-inhibitor and its analogue.

Br?nsted acid catalyzed monoalkylation of anilines with trichloroacetimidates

Trichloroacetimidates are useful alkylating agents for aromatic amines, requiring only a catalytic amount of a Br?nsted acid to facilitate the reaction. Monoalkylation predominates under these conditions. Electron-poor anilines provide superior yields, with electron-rich anilines sometimes showing competitive Friedel-Crafts alkylation. A single flask protocol with formation of the imidate in situ is demonstrated, providing a convenient method for the direct substitution of alcohols with anilines. Reaction with a chiral imidate favors a mechanism that proceeds through a carbocation intermediate.

Alkylation of thiols with trichloroacetimidates under neutral conditions

Trichloroacetimidates are displaced with thiols to form the corresponding sulfides without the need for an added acid or base by simply heating the reactants in refluxing THF. This operationally simple procedure provides the corresponding sulfides in excellent yields with only the formation of the neutral trichloroacetamide as the side product. The imidate may also be formed in situ, allowing for a direct method for the formation of sulfides from alcohols. This reaction provides a general method for the synthesis of a variety of sulfides from inexpensive and readily available alcohol starting materials.

Rhodium-catalyzed benzylic fluorination of trichloroacetimidates

Abstract Benzylic fluorides were synthesized via rhodium-catalyzed nucleophilic fluorination of benzylic trichloroacetimidates. A variety of naphthyl, phenyl, and pyridinyl trichloroacetimidates were fluorinated with Et3N·3HF reagent to provide fluorine-containing compounds in moderate to high yields under mild and operationally simple conditions. Preliminary mechanistic studies suggest that benzylic fluorination of trichloroacetimidate substrates are more likely to proceed through a discrete benzylic cation, generated by rhodium catalyst.

8-AZABICYCLO[3.2.1]OCTANE-8-CARBOXAMIDE DERIVATIVE

Disclosed is a compound represented by formula (1) or a pharmacologically acceptable salt thereof (In the formula, A represents a group that is represented by formula (A-1); R1a and R1b may be the same or different and each independently represents a C1-6 alkyl group which may be substituted by one to three halogen atoms; m and n each independently represents an integer of 0-5; X1 represents a hydroxyl group or an aminocarbonyl group; Z1 represents a single bond or the like; and R2 represents an optionally substituted C1-6 alkyl group, an optionally substituted C6-10 aryl group or the like.)