HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 4-bromo-3-(2H-1,2,3-triazol-2-yl)thiophene-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 2-(4-bromo-2-nitrothiophen-3-yl)-2H-1,2,3-triazole | HCID 68784550 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-bromo-3-(2H-1,2,3-triazol-2-yl)thiophene-2-amine | HCID 68757027 | 66.4% |
Reaction Steps
A mixture of 2-(4-bromo-2-nitrothiophen-3-yl)-2H-1,2,3-triazole (0.59 g, 2.15 mmol), iron powder (0.75 g, 13.38 mmol), glacial acetic acid (8.4 mL) and H2O (1.2 mL) was heated in an oil bath set at 70° C. under condenser with N2 (g) inlet for 1 h. Purification by flash chromatography (silica, 40:60 ethyl acetate/hexane) gave 4-bromo-3-(2H-1,2,3-triazol-2-yl)thiophene-2-amine (0.35 g, 66%). Retention time (min)=1.540, method [4], MS (ESI) 246.9 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08450363B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-e7f08422abb849b7aac32cac679e5641 |
| Source note | uspto-grants-2013_05 |