HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → N-(5-bromothiazol-2-ylcarbamoyl)-5-methylbenzo[b]thiophene-2-sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Sodium Cyanate | HCID 517096 | — |
| Reactant | 5-Bromothiazol-2-amine monohydrobromide | HCID 2723848 | — |
| Reactant | 5-Methyl-1-benzothiophene-2-sulfonyl chloride | HCID 2794771 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | N-(5-bromothiazol-2-ylcarbamoyl)-5-methylbenzo[b]thiophene-2-sulfonamide | HCID 42634696 | 78.2% |
Reaction Steps
To a suspension of 5-methyl-benzo[b]thiophenesulfonyl chloride (Maybridge, CAS: 90273-30-6, 0.37 g) in acetonitrile (5.0 mL) were added sodium cyanate (0.163 g) in one portion and pyridine (0.60 mL). The reaction mixture was stirred at rt for 3 h, then 2-amino-5-bromothiazole hydrobromide (0.286 g) was added in one portion. The mixture was stirred at rt for 4 h and quenched with 70% acetic acid (2.4 mL) and water (4.0 mL). The suspension was filtered, washed with waterlethanol and water, dried over P2O5 under high vacuum to obtain the desired compound (0.372 g) as a creamy solid. MS (ISN): m/e 430.1, 432.0 (M−H)−
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07973051B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-79accb4e2e0c4db8b83d899b07c47d1d |
| Source note | uspto-grants-2011_07 |