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Merck
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重要文件

391115

Sigma-Aldrich

N-(苯硫基)邻苯二甲酰亚胺

98%

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About This Item

經驗公式(希爾表示法):
C14H9NO2S
CAS號碼:
分子量::
255.29
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:

化驗

98%

mp

160-163 °C (lit.)

溶解度

DMSO: soluble 25 mg/mL, clear, yellow

SMILES 字串

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 密鑰

NMHKBABHRKQHOL-UHFFFAOYSA-N

一般說明

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

應用

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

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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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)
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)
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
Direct, organocatalytic α-sulfenylation of aldehydes and ketones.
Wang W, et al.
Tetrahedron Letters, 45(44), 8229-8231 (2004)
Quaternized chitosan as an efficient catalyst for synthesis of N-alkylthio-phthalimides.
Hu Z and Li S
International Journal of Chemistry (Canadian Center of Science and Education), 2(2), 213-213 (2010)

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