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ChemicalBook CAS DataBase List Benzyl isocyanate

Benzyl isocyanate synthesis

13synthesis methods
The conversion of benzyl azide to benzyl isocyanate (Scheme 1) was selected as the model reaction and it was performed both under conventional conditions and under MW irradiation. Various solvents were compared at a number of temperatures thanks to the versatility of the SynthWave reactor, which provides multiple-sample racks. Experiments were performed at 90, 70 and 50 °C at 14.5 bar of CO2 pressure.
Synthesis of benzyl isocyanate
Scheme 1: Synthesis of benzyl isocyanate.
One-pot sequential synthesis of isocyanates and urea derivatives via a microwave-assisted Staudinger–aza-Wittig reaction
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Yield:3173-56-6 100%

Reaction Conditions:

with triethylamine in dichloromethane

Steps:

General procedure C: preparation of N-alkyl-3-oxobenzo[d]isothiazole-2(3H)-carboxamide analogues 6a-w
General procedure: To a solution of triphosgene (2.96 g, 10 mmol) in DCM (20 ml) was added dropwise to primary amine 4 (10 mmol) in DCM (20 ml) followed by the dropwise addition of triethylamine (3 ml) in DCM (10 ml). The solvent was removed on a rotary evaporator. The resulting residue was dissolved in DCM (20 ml), and 1,2-benzisothiazol-3-one (1.51 g, 10 mmol) in THF (20 ml) was added. After the mixture was refluxed for 30 min, the solvent was removed on a rotary evaporator. The residue was dissolved in acetone (30 ml) and mixed with water (30 ml). The precipitate was collected on a funnel by vacuum filtration and washed with water-acetone (1:1,4 × 5 ml) to afford the final compound.

References:

Liu, Dazhi;Tian, Zhen;Yan, Zhihui;Wu, Lixin;Ma, Yan;Wang, Quan;Liu, Wei;Zhou, Honggang;Yang, Cheng [Bioorganic and Medicinal Chemistry,2013,vol. 21,# 11,p. 2960 - 2967]

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