Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Glutaronitrile | HCID 10994 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Thiosemicarbazide | HCID 2723789 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | HCID 57406041 | HCID 57406041 | 106.6% |
Reaction Steps
A mixture of glutaronitrile (5.00 g, 53.13 mmol) and thiosemicarbazide (9.68 g, 106.26 mmol) in TFA (50 mL) was heated at 85° C. for 4 h. The reaction was cooled to room temperature and poured into a mixture of ice and water. Sodium hydroxide pellets were added to the mixture until it was basic (pH 14). The white precipitate was collected by suction filtration, rinsed with water and dried to provide 5,5′-(propane-1,3-diyl)-bis(1,3,4-thiadiazol-2-amine) (1004, 13.72 g). 1H NMR (300 MHz, DMSO-d6) δ 7.06-7.03 (s, 4H), 2.87 (t, J=7.5 Hz, 4H), 2.02-1.95 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08865718B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-98b470680ce742e1a0c36eeab900ed87 |
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| Source note | uspto-grants-2014_10 |
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