Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | 2-(5,6-Dimethoxy-benzoimidazol-1-yl)-4-phenyl-thiazole-5-carbonitrile | HCID 57595856 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 178486840 | HCID 178486840 | 47.3% |
Reaction Steps
A mixture of 2-(5,6-Dimethoxy-benzoimidazol-1-yl)-4-phenyl-thiazole-5-carbonitrile (261 mg, 0.72 mmol), sodium azide (220 mg) and ammonium chloride (250 mg) in N-methylpyrrolidone (2.5 ml) was stirred at 110° C. for 1 hr. Water was added and the mixture was extracted with methylene chloride. After removal of solvent, the residue was purified by HPLC to yield the product (138.1 mg, yield 47%). 1H-NMR (DMSO-D6) 8.78 (s, 1H); 8.21-8.29 (m, 2H); 7.86 (s, 1H); 7.36-7.50 (m, 3H); 3.90 (s, 3H); 3.88 (s, 3H). MS M/z 406 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07504513B2 |
|---|
| Source dataset | uspto-grants-2009_03 |
|---|
| ORD ID | ord-fb6e880335694781a11645def0a210f7 |
|---|
| Source note | uspto-grants-2009_03 |
|---|