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토실메틸이소시아나이드 MSDS

(p-Tolylsulfonyl)methyl isocyanide

토실메틸이소시아나이드 C화학적 특성, 용도, 생산

개요

Tosylmethyl isocyanide is a versatile synthon in organic chemistry, widely used as a reagent for the preparation of biologically active pyrroles and imidazoles. Tosylmethyl isocyanide undergoes a base-promoted 1,3-dipolar cycloaddition reaction with immobilised imines under microwave irradiation to give 1,5-disubstituted imidazoles.

화학적 성질

Pale yellow to light brown crystalline powder

용도

Tosylmethyl Isocyanide is used as a synthetic reagent in the preparation of variety or biologically active heterocycles such as pyrroles and imidazoles. Tosylmethyl Isocyanide is reported to inhibit [ Fe]-hydrogenase with very high affinity.

정의

Tosylmethyl isocyanide is a chemical compound of cyanide that Versatile synthon in organic chemistry, especially in the synthesis of heterocyclic Compounds.

제조 방법

N-(p-Tolylsulfonylmethyl)formamide 1609:

A 3-L, three-necked, round-bottomed flask, equipped with a mechanical stirrer, a condenser, and a thermometer, was charged with sodium p-toluenesulfinate 1606 (267 g, 1.5 mol). After the addition of water (750 mL), a 34–37% solution of formaldehyde 1607 (350 mL, 378 g, ca. 4.4 mol), formamide 1608 (600 mL, 680 g, 15 mol), and formic acid (200 mL, 244 g, 5.3 mol), the stirred reaction mixture was heated at 90 C°. The sodium p-toluenesulfinate dissolved during the heating, and the clear solution was kept at 90–95 C° for 2 h. It was then cooled in an ice/salt bath with continued stirring and further cooled overnight in a freezer at 20 C°. The white solid produced was collected by suction filtration. It was washed thoroughly in a beaker by stirring with three 250 mL portions of iced water. The product was dried under reduced pressure over phosphorus pentoxide at 70 C° to provide 134–150 g (42–47%) of crude N-(p-tolylsulfonylmethyl)formamide 1609; mp 106–110 C°. This product was sufficiently pure to be used directly in the following reaction.

Purification Methods

Use an efficient fume cupboard. Purify TOSMIC by dissolving (50g) in CH2Cl2 (150mL) and passing it through a column (40x3cm) containing neutral alumina (100g) in CH2Cl2 and eluting with CH2Cl2. A nearly colourless solution (700mL) is collected, evaporated in vacuo and the residue (42-47g) of TOSMIC (m 113-114o dec) is recrystallised once from MeOH (m 116-117o dec). [Hoogenboom et al. Org Synth 57 102 1977, Lensen Tetrahedron Lett 2367 1972.] It also crystallises from EtOH (charcoal) [Saito & Itano, J Chem Soc, Perkin Trans 1 1 1986].

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토실메틸이소시아나이드 공급 업체

공급자	전화	이메일	국가	제품 수	이점
Changzhou Huihan Biotechnology Co., Ltd.	15380463325 15380463325	819573646@qq.com	China	74	55
Huaibei Longxi Biotechnology Co., Ltd.	18956118929	18956118929@163.com	China	487	58
Quzhou HuntBio Co., Ltd.	0571-64067827 13372408495	sales@huntchem.com	China	76	60
Jilin Lianben Technology Development Co., Ltd			China	46	58
Tangshan Weig Chemical Industry Co. LTD	15132530078	liuzhen@varsal.cn	China	4	58
Nanjing Yili Biotechnology Co., Ltd.	13851808754	BUYC24@aikonchem.com	China	8188	58
Qingdao Gelisi Pharmaceutical Co. , Ltd	189-4623-7973 13375559818	cfy69@163.com	China	131	58
NINGBO JL NEW MATERIAL CO.,LTD	0574 88552218 18969899212	sales@chematerials.cn	China	1512	58
Jingjiang Lechuang Biotechnology Co.，Ltd	150-61735421 15370960812	lechuangsales01@163.com	China	134	58
Anhui Leyong Biotechnology Co.,Ltd	15055708011	2093564781@qq.com	China	400	58

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