HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethyl orthoformate → 5-Chloro-2-(1H-tetrazol-1-yl)benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethyl orthoformate | HCID 9005 | — |
| Reactant | 2-Amino-5-chlorobenzoic acid | HCID 12476 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 5-Chloro-2-(1H-tetrazol-1-yl)benzoic acid | HCID 11715561 | 62% |
Reaction Steps
A suspension of 2-amino-5-chloro-benzoic acid (5.0 g, 0.029 mol), trimethyl orthoformate (9.5 mL, 0.087 mol) and sodium azide (5.6 g, 0.087 mol) in glacial acetic acid (105 mL) was stirred at room temperature for 2 h. Filtration and concentration from toluene gave 5-chloro-2-(1H-tetraazol-1-yl)benzoic acid (4.0 g, 62%); 1H NMR (400 MHz, CD3OD): δ 9.47 (s, 1H), 8.16 (d, J=2.5 Hz, 1H), 7.83 (dd, J=2.5, 8.5 Hz, 1H), 7.62 (d, J=8.5 Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07144899B2 |
| Source dataset | uspto-grants-2006_12 |
| ORD ID | ord-ebf805073e75491ca120c7f871ee2006 |
| Source note | uspto-grants-2006_12 |