ChemicalBook CAS DataBase List dibenzo[b,d]thiophen-3-aMine

dibenzo[b,d]thiophen-3-aMine synthesis

6synthesis methods

Product Name:dibenzo[b,d]thiophen-3-aMine
CAS Number:25288-76-0
Molecular formula:C12H9NS
Molecular Weight:199.27

The dibenzo[b,d]thiophen-3-amine molecule was synthesized using a three step process starting with the reaction of 1,2-dimethoxyethane (1) with aniline (2). This was followed by oxidation with sodium dichromate (NaCrO), which resulted in the formation of dibenzothiophene (3). Finally, this compound was reacted with ammonia to produce the desired product

68925-98-4 Synthesis

68925-98-4
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25288-76-0
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Yield:25288-76-0 86%

Reaction Conditions:

with hydrogenchloride;stannous chloride hydrate;acetic acid in water at 20; for 24 h;Inert atmosphere;

Steps:

14 [241] Preparation Example 14. Synthesis of Intermediate 14 (dibenzothiophene-3-amine)

[243] In a 500 ml round-bottom three-neck flask under a nitrogen atmosphere, 18.0 g of Intermediate 12, 180 g of acetic acid and 108 g of 35% tin(II) chloride hydrate were placed, and stirred at room temperature. 120 ml of 35% hydrogen chloride was slowly added dropwise, and stirred at room temperature for 24 hrs. The reaction was completed and then extracted with sodium hydroxide solution and ethyl acetate. The extracted solution was concentrated, thus obtaining 12.6 g of Intermediate 14 (yield86%).[244j MS (ESI): [M+H]+ 200

References:

WO2017/196081,2017,A1 Location in patent:Paragraph 245; 246; 247; 248