Reaction #4127811
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-78f098643ce64fbabbaaf9053f93d0e7No renderable structure data available
COC(=O)CSCC#NChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | methyl 2-(cyanomethylsulfanyl)acetate |
|---|---|
| IUPAC Name | — |
| CAS Number | 52069-53-1 |
| Database ID | 2778540 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
methyl 2-(cyanomethylsulfanyl)acetate (CAS 52069-53-1) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 2778540
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
9 reactions · 9 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-78f098643ce64fbabbaaf9053f93d0e7Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 31.8 g. (0.3 mol.) of thioacetic acid methyl ester are added to 150 ml. (0.3 mol.) of 2N sodium methylate solution. 22.6 g. (0.3 mol.) of chloroacetonitrile dissolved in 30 ml. of methanol are added dropwise while cooling and stirring. It is stirred overnight then refluxed for 30 minutes. The reaction mixture is cooled and the solvent is evaporated. 100 ml. of water are added to the residue and the aqueous solution is extracted twice with ether. The combined ether extracts are decolorized with activated carbon and dried with magnesium sulfate. The ether is distilled off and the residue is distilled under vacuum. 30.5 g. of 2-[(cyanomethyl)thio]-acetic acid methyl ester are obtained b.p.10mm 132°-134°. while cooling It is stirred overnight then refluxed for 30 minutes The reaction mixture is cooled the solvent is evaporated of water are added to the residue the aqueous solution is extracted twice with ether dried with magnesium sulfate The ether is distilled off the residue is distilled under vacuum
Source ID: ord-52e98f09db22491e9c2b2841aada0ccaConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 31.8 g. (0.3 mol.) of thioacetic acid methyl ester are added to 150 ml. (0.3 mol.) of 2N sodium methylate solution. 22.6 g. (0.3 mol.) of chloroacetonitrile dissolved in 30 ml. of methanol are added dropwise while cooling and stirring. It is stirred overnight then refluxed for 30 minutes. The reaction mixture is cooled and the solvent is evaporated. 100 ml. of water are added to the residue and the aqueous solution is extracted twice with ether. The combined ether extracts are decolorized with activated carbon and dried with magnesium sulfate. The ether is distilled off and the residue is distilled under vacuum. 30.5 g. of 2-[(cyanomethyl)thio]-acetic acid methyl ester are obtained b.p.10mm 132°-134°. while cooling It is stirred overnight then refluxed for 30 minutes The reaction mixture is cooled the solvent is evaporated of water are added to the residue the aqueous solution is extracted twice with ether dried with magnesium sulfate The ether is distilled off the residue is distilled under vacuum
Source ID: ord-52e98f09db22491e9c2b2841aada0ccaConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 31.8 g. (0.3 mol.) of thioacetic acid methyl ester are added to 150 ml. (0.3 mol.) of 2N sodium methylate solution. 22.6 g. (0.3 mol.) of chloroacetonitrile dissolved in 30 ml. of methanol are added dropwise while cooling and stirring. It is stirred overnight then refluxed for 30 minutes. The reaction mixture is cooled and the solvent is evaporated. 100 ml. of water are added to the residue and the aqueous solution is extracted twice with ether. The combined ether extracts are decolorized with activated carbon and dried with magnesium sulfate. The ether is distilled off and the residue is distilled under vacuum. 30.5 g. of 2-[(cyanomethyl)thio]-acetic acid methyl ester are obtained b.p.10mm 132°-134°. while cooling It is stirred overnight then refluxed for 30 minutes The reaction mixture is cooled the solvent is evaporated of water are added to the residue the aqueous solution is extracted twice with ether dried with magnesium sulfate The ether is distilled off the residue is distilled under vacuum
Source ID: ord-52e98f09db22491e9c2b2841aada0ccaConditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-78f098643ce64fbabbaaf9053f93d0e7Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: - 31.8 g. (0.3 mol.) of thioacetic acid methyl ester are added to 150 ml. (0.3 mol.) of 2N sodium methylate solution. 22.6 g. (0.3 mol.) of chloroacetonitrile dissolved in 30 ml. of methanol are added dropwise while cooling and stirring. It is stirred overnight then refluxed for 30 minutes. The reaction mixture is cooled and the solvent is evaporated. 100 ml. of water are added to the residue and the aqueous solution is extracted twice with ether. The combined ether extracts are decolorized with activated carbon and dried with magnesium sulfate. The ether is distilled off and the residue is distilled under vacuum. 30.5 g. of 2-[(cyanomethyl)thio]acetic acid methyl ester are obtained b.p.10mm 132°-134°. while cooling It is stirred overnight then refluxed for 30 minutes The reaction mixture is cooled the solvent is evaporated of water are added to the residue the aqueous solution is extracted twice with ether dried with magnesium sulfate The ether is distilled off the residue is distilled under vacuum
Source ID: ord-d057f1c76ce24822956eec62a889d852Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 31.8 g. (0.3 mol.) of thioacetic acid methyl ester are added to 150 ml. (0.3 mol.) of 2N sodium methylate solution. 22.6 g. (0.3 mol.) of chloroacetonitrile dissolved in 30 ml. of methanol are added dropwise while cooling and stirring. It is stirred overnight then refluxed for 30 minutes. The reaction mixture is cooled and the solvent is evaporated. 100 ml. of water are added to the residue and the aqueous solution is extracted twice with ether. The combined ether extracts are decolorized with activated carbon and dried with magnesium sulfate. The ether is distilled off and the residue is distilled under vacuum. 30.5 g. of 2-[(cyanomethyl)thio]-acetic acid methyl ester are obtained b.p.10mm 132°-134°. while cooling It is stirred overnight then refluxed for 30 minutes The reaction mixture is cooled the solvent is evaporated of water are added to the residue the aqueous solution is extracted twice with ether dried with magnesium sulfate The ether is distilled off the residue is distilled under vacuum
Source ID: ord-db02c3c015ab42b8a44766dc6c7607ffConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 31.8 G. (0.3 mol) of thioacetic acid methyl ester are added to 150 ml. (0.3 mol.) of 2N sodium methylate solution. 22.6 g. (0.3 mol.) of chloroacetonitrile dissolved in 30 ml. of methanol are added dropwise while cooling and stirring. It is stirred overnight then refluxed for 30 minutes. The reaction mixture is cooled and the solvent is evaporated. 100 ml. of water are added to the residue and the aqueous solution is extracted twice with ether. The combined ether extracts are decolorized with activated carbon and dried with magnesium sulfate. The ether is distilled off and the residue is distilled under vacuum. 30.5 g. of 2-[(cyanomethyl)thio]acetic acid methyl ester are obtained b.p.10mm 132°-134°. while cooling It is stirred overnight then refluxed for 30 minutes The reaction mixture is cooled the solvent is evaporated of water are added to the residue the aqueous solution is extracted twice with ether dried with magnesium sulfate The ether is distilled off the residue is distilled under vacuum
Source ID: ord-1e9fa283e93c42a88feeabe0b435f3feConditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: 31.8 g. (0.3 mol.) of thioacetic acid methyl ester are added to 150 ml. (0.3 mol.) of 2N sodium methylate solution. 22.6 g. (0.3 mol.) of chloroacetonitrile dissolved in 30 ml. of methanol are added dropwise while cooling and stirring. It is stirred overnight then refluxed for 30 minutes. The reaction mixture is cooled and the solvent is evaporated. 100 ml. of water are added to the residue and the aqueous solution is extracted twice with ether. The combined ether extracts are decolorized with activated carbon and dried with magnesium sulfate. The ether is distilled off and the residue is distilled under vacuum. 30.5 g. of 2-[(cyanomethyl)thio]-acetic acid methyl ester are obtained b.p.10mm 132°-134°. while cooling It is stirred overnight then refluxed for 30 minutes The reaction mixture is cooled the solvent is evaporated of water are added to the residue the aqueous solution is extracted twice with ether dried with magnesium sulfate The ether is distilled off the residue is distilled under vacuum
Source ID: ord-52e98f09db22491e9c2b2841aada0ccaPubChem References
These sources are listed in the compound's public database record.
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