4461-30-7

Usage

Uses

Used in Pharmaceutical Industry:
Chloroacetyl isocyanate is used as a synthetic reagent for the production of fumagillin analogs. These analogs are important in the development of pharmaceuticals, particularly those with potential applications in treating various medical conditions.
Used in Chemical Synthesis:
Chloroacetyl isocyanate is used as a key intermediate in the synthesis of 2-chloro-N-(4-oxocyclopent-2-enyl)-acetamide. CHLOROACETYL ISOCYANATE serves as a building block for further chemical reactions and the creation of more complex molecules with specific applications in various industries.

InChI:InChI=1/C3H2ClNO2/c4-1-3(7)5-2-6/h1H2

Upstream product

• 3315-16-0 silver cyanate 
• 79-07-2 Chloroacetamide 
• 79-37-8 oxalyl dichloride 

Downstream Products

• 13558-70-8 methyl N-(chloroacetyl)carbamate 
• 60359-78-6 β-phenoxyethyl N-chloroacetyl-carbamate 
• 38425-98-8 1-(2-Chloro-acetyl)-3-(4-dimethylamino-phenyl)-urea 
• 5940-79-4 Chloracetyl-N'-<3,4-dichlor-phenyl>-harnstoff 
• 179807-92-2 4-chloroacetyl-1-(2',4'-dinitrophenyl)semicarbazide 
• 162515-35-7 benzhydryl (E)-(2S,3S,5R)-3-[3-(2-chloro-acetylaminocarbonyloxy)-propenyl]-3-methyl-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylate 
• 741716-57-4 t-butyl 3-chloroacetylaminocarbonyloxy-2-methylene-3-phenylpropanoate 
• 949572-36-5 C₂₃H₂₄N₇O₆Cl 
• 178982-49-5 2-(N-chloroacetyl)carbamoyloxymethyl-5-(3,5-dichlorophenylthio)-1-(2-hydroxypropyl)-4-isopropyl-1H-imidazole 
• 178982-48-4 2-(N-chloroacetyl)carbamoyloxymethyl-1-(2-(N-chloroacetyl)carbamoyloxypropyl)-5-(3,5-dichlorophenylthio)-4-isopropyl-1H-imidazole 
• 939999-22-1 1-(3-cyanophenyl)hydantoin 
• 1063657-16-8 C₁₃H₁₆ClN₃O₃ 
• 1063657-13-5 C₁₅H₁₉ClN₂O₂ 
• 4791-23-5 N-chloroacetyl-N'-phenylurea 

Relevant academic research and scientific papers

Stereoselective iodocyclization of 3-acylamino-2-methylene alkanoates: Synthesis of analogues of N-benzoyl-syn-phenylisoserine

(Matrix Presented) A convenient approach to racemic analogues of N-benzoyl-syn-phenylisoserine was realized via the stereoselective iodocyclization of amides obtained from Baylis-Hillman adducts.

Synthesis of new carbamoyl dithiophosphates

The synthesis of new organophosphorus compounds containing a carbamoyl unit is performed by nucleophilic addition or cycloaddition on substituted acetylisocyanates.

Reactions of (E)-1-Methoxy-1-trimethylsiloxyprop-1-ene with Acyl Isocyanates and Acyl Isothiocyanates

Reaction of aryl acyl,and alkyl acyl isocyanates with (E)-1-methoxy-1-trimethylsiloxyprop-1-ene affords high yields of various methyl 3-acylamino-2-methyl-3-oxopropanoates.The corresponding acyl isothiocyanates give a variety of products depending on the structure of the isothiocyanate.

Reactions de cycloaddition entre acyl (ou thioacyl) isocyanates (ou isothiocyanates) et isocyanates (ou isothiocyanates)

cycloaddition of an acylisocyanate (1a-1f) to an isocyanate (2a-2c) affords 2,4-dioxo-3,4-dihydro-1,3,5-2H-oxadiazine (4a-4j). Kinetic addition is observed with chloroacetyl (1g) or phenoxyacetyl (1h) isocyanate and methyl isocyanate (2a) to yield a dioxoazetidine (3a and 3b respectively).The reaction of N-dimethylcarbamoyl isothiocyanate (1c) with aromatic isocyanate (2c) or isothiocyanates (2d and 2e) is a cycloaddition too, yielding thioxo (4k) and dithioxo-oxadiazines (4l and 4m).But with the aliphatic isocyanates (2a and 2b) we have observed a preliminary rearrangement of N-dimethylcarbamoyl isothiocyanate 1i to N-dimethylthiocarbamoyl isocyanate 1j and we have obtained 1,3,5-2H-thiadiazines (4n and 4p). Type 1 compounds Acylisocyanates X = Y = O R1 = a : phenyl; b : 3-nitrophenyl; c : 4-nitrophenyl; d : 4-chloro-3,5-dinitrophenyl; e : 4-chloro-2-methylphenoxymethyl; f : 2',4',5'-trichloro-1-phenoxyethyl; g : chloromethyl; h : phenoxymethyl.For R1 = N-dimethyl : N-dimethylcarbamoyl isothiocyanate : i : X = O Y = S; N-dimethylthiocarbamoyl isocyanate : j : X = S Y = O; N-dimethylthiocarbamoyl isothiocyanate : k : X = Y = S.Type 2 compounds Isocyanates Z = O R2 = a : methyl; b : ethyl; c : phenyl; Isothiocyanates Z = S R2 = d : phenyl; e : 4-fluorophenyl.Type 3 compounds Dioxoazetidines X = Y = Z = O R2 = methyl R1 = a : chloroacetyl; b : phenoxyacetyl.Type 4 compounds 1,3,5-2H-oxadiazines X = Y = Z = O R1 = phenyl R2 = a : methyl; b : ethyl; c : phenyl; R2 = methyl R1 = d : 3-nitrophenyl; e : 4-nitrophenyl; f : 4-chloro-3,5-dinitrophenyl; g : 4-chloro-2-methylphenoxymethyl; h : 2',4',5'-trichlorophenoxyethyl; i : chloromethyl; j : phenoxymethyl.For R1 = N-dimethyl : 4-thioxo-1,3,5-oxadiazines : X = Z = O Y = S R2 = k : phenyl 2,4-dithioxo-1,3,5-2H-oxadiazines : X = O Y = Z = S R2 = l : phenyl; m : 4-fluorophenyl. 1,3,5-2H-thiadiazines : X = S Y = Z = O R2 = n : methyl; p : ethyl.