ChemicalBook CAS DataBase List 2-Chloroethyl isocyanate

2-Chloroethyl isocyanate synthesis

6synthesis methods

Product Name:2-Chloroethyl isocyanate
CAS Number:1943-83-5
Molecular formula:C3H4ClNO
Molecular Weight:105.52

107-94-8
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1943-83-5
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$18.00/5g

Yield:-

Reaction Conditions:

with diphenyl phosphoryl azide;triethylamine in toluene at 20 - 80; for 1.25 h;Inert atmosphere;

Steps:

5.2.1 General procedure for synthesis of isocyanates from acid
General procedure: To a suspension of acid (1.5 g, 6.25 mmol, 1.0 equiv) in toluene, under inert atmosphere, was added triethylamine (0.76 g, 7.5 mmol, 1.2 equiv) followed by slow addition of diphenylphsophoryl azide (1.90 g, 6.87 mmol, 1.1 equiv). Reaction mixture was stirred at room temperature for 15 min., followed by heating to 80 °C for 1 h during which evolution of nitrogen was observed. Solvent was removed at reduced pressure. Unless otherwise mentioned, isocyanate was extracted by the following method. Residue was stirred in hexane (10 mL/mmol) and supernatant was collected. Hexane extraction was repeated twice. Combined hexane layer was evaporated to get crude isocyanate, which was used for next step without further purification.

References:

Kondaskar, Atul;Kondaskar, Shilpi;Fishbein, James C.;Carter-Cooper, Brandon A.;Lapidus, Rena G.;Sadowska, Mariola;Edelman, Martin J.;Hosmane, Ramachandra S. [Bioorganic and Medicinal Chemistry,2013,vol. 21,# 3,p. 618 - 631]

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625-36-5 Synthesis