Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Glycine | HCID 750 | — |
| Reactant | 1-Bromo-4-iodobenzene | HCID 11522 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | HCID 178527740 | HCID 178527740 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 178419404 | HCID 178419404 | 40.2% |
Reaction Steps
A mixture of 2H-1,2,3-triazole-4-thiol (870 mg, 7.10 mmol), 1-bromo-4-iodobenzene (1.00 g, 3.50 mmol), K3PO4 (1.90 g, 8.80 mmol), CuI (67.0 mg, 0.350 mmol) and glycine (132.7 mg, 1.80 mmol) in DMSO (10 mL) was heated to 110° C. for 3 days. The reaction mixture was cooled to rt, diluted with EtOAc (500 mL) and washed with water (2×400 mL) followed by brine (400 mL). The organic layer was dried over Na2SO4, filtered, and concentrated under reduced pressure to give 360 mg of compound 63a as a white solid. Mass Spectrum LCMS, ESI (pos.) Calcd. for C8H6BrN3S: 256.1 [M+H]. found 256.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09249163B2 |
|---|
| Source dataset | uspto-grants-2016_02 |
|---|
| ORD ID | ord-3c28bfff3c3644b2aaf621095a431868 |
|---|
| Source note | uspto-grants-2016_02 |
|---|
