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391115

Sigma-Aldrich

N-(苯硫基)邻苯二甲酰亚胺

98%

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About This Item

经验公式（希尔记法）:
C14H9NO2S
CAS号:
14204-27-4
分子量:
255.29
MDL编号:
MFCD00192396
UNSPSC代码:
12352100
PubChem化学物质编号:
24864360

方案

98%

mp

160-163 °C (lit.)

溶解性

DMSO: soluble 25 mg/mL, clear, yellow

SMILES字符串

O=C1N(Sc2ccccc2)C(=O)c3ccccc13

InChI

1S/C14H9NO2S/c16-13-11-8-4-5-9-12(11)14(17)15(13)18-10-6-2-1-3-7-10/h1-9H

InChI key

NMHKBABHRKQHOL-UHFFFAOYSA-N

一般描述

N-(Phenylthio)phthalimide is an N-substituted phthalimide. It is used as a sulphenylating agent. The synthesis of N-(phenylthio)phthalimide has been reported.

应用

N-(Phenylthio)phthalimide is suitable reagent used in the synthesis of phenyl (3-trimethoxysilylpropyl)-disulfide. It may be used in the sulfenylation of ylides and β−keto esters.
N-(Phenylthio)phthalimide may be used as sulfenylating agent in the synthesis of the following:
  • α-phenylthio-ketones and α-phenylthio-aldehydes from aldehydes and ketones
  • 3-sulfenyl indoles from indoles
  • optically active 3-phenylthiooxindoles from unprotected 3-substituted oxindoles
  • N−alkyl-β-phenylsulfenyl-2-acetylbenzimidazole from N−alkyl−2−acetylbenzimidazole
  • N−phenylsulfenyl ketimines from oximes or nitro compounds

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
12916CU
18503BZ

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Direct, organocatalytic α-sulfenylation of aldehydes and ketones.
Wang W, et al.
Tetrahedron Letters, 45(44), 8229-8231 (2004)
Asymmetric phase-transfer reactions under base-free neutral conditions.
Shirakawa S and Maruoka K.
Tetrahedron Letters, 55(29), 3833-3839 (2014)
The use of anhydrous CeCl3 as a catalyst for the synthesis of 3-sulfenyl indoles.
Silveira CC, et al.
Tetrahedron Letters, 51(15), 2014-2016 (2010)
Jordi Burés et al.
Organic letters, 9(22), 4635-4638 (2007-10-09)
As N-sulfenyl imines (e.g., RR'C=N-SAr) can be readily transformed to their N-sulfinyl imines (RR'C=N-SOAr), N-sulfonyl imines (RR'C=N-SO2Ar), and N-sulfonyl oxaziridines, the very mild procedure developed to convert ketoximes and secondary nitro derivatives to N-arenesulfenyl ketimines constitutes a new and efficient
On the involvement of lipoic acid in. alpha.-keto acid dehydrogenase complexes.
Rastetter WH, et al.
Journal of the American Chemical Society, 101(10), 2752-2753 (1979)
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