5-(3-Nitro-phenyl)-[1,3,4]thiadiazol-2-ylamine

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5-(3-Nitro-phenyl)-[1,3,4]thiadiazol-2-ylamine Basic information
Product Name:5-(3-Nitro-phenyl)-[1,3,4]thiadiazol-2-ylamine
Synonyms:TIMTEC-BB SBB007415;5-(3-NITROPHENYL)-1,3,4-THIADIAZOL-2-AMINE;2-AMINO-5-(3-NITROPHENYL)-1,3,4-THIADIAZOLE;5-(3-Nitrophenyl)-1,3,4-thiadiazol-2-amine, 3-(5-Amino-1,3,4-thiadiazol-2-yl)nitrobenzene;5-(3-Nitrophenyl);1,3,4-Thiadiazol-2-amine, 5-(3-nitrophenyl)-;5-(3-Nitro-phenyl)-[1,3,4]thiadiazol-2-ylamine
CAS:833-47-6
MF:C8H6N4O2S
MW:222.22
EINECS:
Product Categories:
Mol File:Mol File
5-(3-Nitro-phenyl)-[1,3,4]thiadiazol-2-ylamine Structure
5-(3-Nitro-phenyl)-[1,3,4]thiadiazol-2-ylamine Chemical Properties
Melting point 216-219 °C
Boiling point 445.0±47.0 °C(Predicted)
density 1.535±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
pka1.91±0.10(Predicted)
AppearanceOff-white to light yellow Solid
Safety Information
Hazard Codes Xi,Xn
Risk Statements 22
HazardClass IRRITANT
HS Code 2934999090
MSDS Information
5-(3-Nitro-phenyl)-[1,3,4]thiadiazol-2-ylamine Usage And Synthesis
Synthesis
Hydrazinecarbothioamide, 2-[(3-nitrophenyl)methylene]-

5706-76-3

5-(3-NITRO-PHENYL)-[1,3,4]THIADIAZOL-2-YLAMINE

833-47-6

General methodology: In step 2, the Schiff base intermediate was dissolved in 1,4-dioxane, iodine and potassium carbonate were added, and the cyclization reaction was carried out at 80 °C. The reaction mixture was refluxed for 4 hours and the progress of the reaction was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the mixture was cooled to room temperature and the reaction was quenched by the addition of 5% sodium thiosulfate solution (20 mL). The target organic compound 5-(3-nitrophenyl)[1,3,4]thiadiazol-2-amine was extracted from the reaction mixture with ethyl acetate. The organic phase was collected and the solvent was removed by evaporation to give the target product 2-amino-1,3,4-thiadiazole derivative as a solid.

References[1] Monatshefte fur Chemie, 2013, vol. 144, # 5, p. 681 - 686
[2] Bioorganic Chemistry, 2018, vol. 78, p. 201 - 209
[3] Farmaco, Edizione Scientifica, 1958, vol. 13, p. 187,196
[4] Indian Journal of Chemistry, 1970, vol. 8, p. 509 - 513
[5] Bioorganic and Medicinal Chemistry Letters, 2008, vol. 18, # 11, p. 3315 - 3320
5-(3-Nitro-phenyl)-[1,3,4]thiadiazol-2-ylamine Preparation Products And Raw materials
Raw materialsHydrazinecarbothioamide, 2-[(3-nitrophenyl)methylene]--->iodine-->3-Nitrobenzoic acid-->Thiosemicarbazide-->1,4-Dioxane-->Potassium carbonate
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