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121503-84-2

4-PENTYLPHENYL ISOCYANATE synthesis

1synthesis methods
-

Yield:-

Reaction Conditions:

with triethylamine in dichloromethane at 20; for 1 h;Inert atmosphere;

Steps:



General procedure: Method B Triphosgene (120 mg, 0.4 mmol) was dissolved in anhydrous dichloromethane (5 mL) under argon atmosphere, and the appropriate aniline (4, 1.01 mmol) in dichloromethane (3 mL) was added dropwise. This mixture was stirred for 30 min at room temperature and then treated with triethylamine (293 μL, 2.1 mmol) in dichloromethane (3 mL). After 30 min, isoniazid (1, 138.5 mg, 1.01 mmol) was added. The reaction mixture was stirred for 30 min at room temperature, evaporated to dryness, treated with water (10 mL) and extracted with ethyl acetate (3 × 20 mL). The organic phase was dried over anhydrous sodium sulphate, filtered and evaporated to dryness to give the final product 3, which was recrystallised from boiling ethyl acetate, if necessary. Some products were not sufficiently soluble to be extracted by cold ethyl acetate. In these cases, the organic layer of the suspension was filtered off, and the resulting crystals were recrystallised from boiling ethyl acetate and merged with the crystals obtained from the solution by evaporation of the solvent. The reaction was monitored by TLC using the mixture n-hexane/ethyl acetate 3:1 as an eluent.

References:

Rychtarcikova, Zuzana;Kratky, Martin;Gazvoda, Martin;Komloova, Marketa;Polanc, Slovenko;Kocevar, Marijan;Stolarikova, Jirina;Vinsova, Jarmila [Molecules,2014,vol. 19,# 4,p. 3851 - 3868]

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