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ChemicalBook CAS DataBase List 3,4-DIAMINOTHIOPHENE DIHYDROCHLORIDE
90069-81-1

3,4-DIAMINOTHIOPHENE DIHYDROCHLORIDE synthesis

2synthesis methods
-

Yield: 90%

Reaction Conditions:

with hydrogenchloride;tin in water at 0;

Steps:

1
To the resulting 2,5-dibromo-3,4-dinitrothiophene was added 12 N concentrated hydrochloric acid at a rate of 6.05 ml/mmol.
While the temperature of the resulting solution was kept at 0° C. with an ice bath, tin in an amount of 7.1 equivalents to 2,5-dibromo-3,4-dinitrothiophene was added slowly, followed by stirring for additional 2 hours. Then, the formed solid was collected by filtration and the solid was washed with diethyl ether, so that 3,4-diaminothiophene dihydrochloride was obtained. The yield based on 2,5-dibromo-3,4-dinitrothiophene was 90%. The result of the 1H-NMR measurement of 3,4-diaminothiophene dihydrochloride is shown below. 1H-NMR (500 MHz, DMSO, TMS) δ: 6.95 (2H, s)

References:

Kuraray Co., Ltd.;Kondou, Yoshirou;Nakano, Kirihiro;Otake, Tomiaki US8519150, 2013, B2 Location in patent:Page/Page column 33

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