| Identification | More | [Name]
5-PHENYLTHIO-1,2-DIAMINOBENZENE | [CAS]
43156-48-5 | [Synonyms]
3,4-DIAMINODIPHENYLSULFIDE
5-PHENYLTHIO-1,2-DIAMINOBENZENE
1,2-diamino-4-phenylthiobenzene
4-(Phenylthio)-1,2-benzenediamine
4-(Phenylthio)-o-phenylenediamine
4-(phenylthio)benzene-1,2-diamine
4-Thiophenoxy-1,2-phenylenediamine
4-Phenylsulfenyl-o-phenylenediamine
4-PHENYLSULFANYLBENZENE-1,2-DIAMINE
1,2-Benzenediamine, 4-(phenylthio)- | [EINECS(EC#)]
256-122-1 | [Molecular Formula]
C12H12N2S | [MDL Number]
MFCD01073766 | [Molecular Weight]
216.3 | [MOL File]
43156-48-5.mol |
| Chemical Properties | Back Directory | [Melting point ]
>58°C (dec.) | [Boiling point ]
441.5±35.0 °C(Predicted) | [density ]
1.26±0.1 g/cm3(Predicted) | [storage temp. ]
2-8°C(protect from light) | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
3.36±0.10(Predicted) | [color ]
Pale Purple to Purple | [Stability:]
Air Sensitive | [CAS DataBase Reference]
43156-48-5(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Uses]
4-(Phenylthio)-1,2-benzenediamine is used in the synthesis of bis(2-chloroethyl)aminophosphoryl-containing compounds which are potential anticancer agents. It is also used in the synthesis of 2-substituted-2,3-dihyrdro-5-thiophenoxy-1H-1,3,2-benzodiazaphosphole 2-oxides which exhibit antimicrobial activity. | [Synthesis]
General procedure for the synthesis of 4-(phenylthio)benzene-1,2-diamine from 2-nitro-5-phenylmercaptoaniline: 2-nitro-5-phenylmercaptoaniline (36.9 g) and 4 times its weight of ethanol, followed by 0.1 times the weight of platinum-carbon catalyst for 2-nitro-5-phenylmercaptoaniline, were added to a 500 mL four-necked flask equipped with thermometer and stirring device. The hydrogenation reaction was initiated with stirring and heated to 70-90°C under hydrogen atmosphere while pressurized to 1.0-2.0 MPa for 8 hours. Upon completion of the reaction, the platinum carbon catalyst was removed by filtration, followed by evaporation to remove ethanol to afford 4-(phenylthio)benzene-1,2-diamine (21.2 g), which can be used directly in the next step of the reaction. | [References]
[1] Archiv der Pharmazie, 1983, vol. 316, # 7, p. 638 - 638
[2] Journal of Heterocyclic Chemistry, 2004, vol. 41, # 2, p. 273 - 276
[3] Patent: CN103242238, 2016, B. Location in patent: Paragraph 0039; 0040 |
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| Company Name: |
BePharm Ltd
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| Tel: |
400-685-9117 |
| Website: |
www.bepharm.com |
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