105902
对甲苯磺酰胺
reagent grade, 97%
别名:
4-Methylbenzene-1-sulfonamide, p-Tosylamide
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线性分子式:
CH3C6H4SO2NH2
化学文摘社编号:
分子量:
171.22
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
200-741-1
Beilstein/REAXYS Number:
472689
MDL number:
产品名称
对甲苯磺酰胺, reagent grade, 97%
InChI key
LMYRWZFENFIFIT-UHFFFAOYSA-N
InChI
1S/C7H9NO2S/c1-6-2-4-7(5-3-6)11(8,9)10/h2-5H,1H3,(H2,8,9,10)
SMILES string
Cc1ccc(cc1)S(N)(=O)=O
grade
reagent grade
assay
97%
form
solid
mp
134-137 °C (lit.)
solubility
DMSO: soluble
functional group
sulfonamide
Quality Level
Gene Information
human ... CA1(759), CA2(760), CA5A(763), CA5B(11238)
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Application
使用对甲苯磺酰胺可制备用于合成乙基-6-苯基-1-甲苯磺酰基-1,2,5,6-四氢吡啶-3-羧酸乙酯所需的前体。
General description
在FeCl3催化下，对甲苯磺酰胺可与苄基和烯丙基醇发生直链取代反应。它被用作四丁基氟化铵（TBAF）催化的乙烯基氮丙啶开环反应的亲核试剂。
存储类别
11 - Combustible Solids
wgk
WGK 1
flash_point_f
395.6 °F - closed cup
flash_point_c
202 °C - closed cup
ppe
dust mask type N95 (US), Eyeshields, Gloves
PHOSPHINE-CATALYZED [4+2] ANNULATION: SYNTHESIS OF ETHYL 6-PHENYL-1-TOSYL-1,2,5,6-TETRAHYDROPYRIDINE-3-CARBOXYLATE.
Kui Lu et al.
Organic syntheses; an annual publication of satisfactory methods for the preparation of organic chemicals, 2009(86), 212-224 (2010-02-18)
An efficient FeCl3 -catalyzed amidation reaction of secondary benzylic and allylic alcohols with carboxamides or p-toluenesulfonamide.
Jana U, et al.
Tetrahedron Letters, 42(37), 6433-6435 (2001)
Charles H Reynolds et al.
Journal of medicinal chemistry, 51(8), 2432-2438 (2008-04-03)
Ligand efficiency (i.e., potency/size) has emerged as an important metric in drug discovery. In general, smaller, more efficient ligands are believed to have improved prospects for good drug properties (e.g., bioavailability). Our analysis of thousands of ligands across a variety
Yang Yang et al.
Organic letters, 13(20), 5608-5611 (2011-09-16)
BF(3)·OEt(2)-catalyzed direct cyanation of indoles and pyrroles using a less toxic, bench-stable, and easily handled electrophilic cyanating agent N-cyano-N-phenyl-para-toluenesulfonamide (NCTS) affords 3-cyanoindoles and 2-cyanopyrroles in good yields with excellent regioselectivity. The substrate scope is broad with respect to indoles and
G Li et al.
Acta chemica Scandinavica (Copenhagen, Denmark : 1989), 50(8), 649-651 (1996-08-01)
The p-toluenesulfonamide derivate of the C-13 side-chain of taxol was prepared on a one third mole scale in a single step from methyl cinnamate. The process employed is catalytic asymmetric aminohydroxylation (catalytic AA). In the present case, there is no
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