HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2177673Generated: October 30, 2026
Dimethylformamide → 6-(Benzenesulphonylmethyl)-3-cyano-2-methoxybenzoic acid
https://huagongshe.com/reaction/2177673
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 6-(Benzenesulphonylmethyl)-3-bromo-2-methoxybenzoic acid | HCID 52913973 | — |
| Catalyst | Zinc cyanide (Zn(CN)2) | HCID 11186 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | tert-Butyl methyl ether | HCID 15413 | — |
| Product | 6-(Benzenesulphonylmethyl)-3-cyano-2-methoxybenzoic acid | HCID 52914291 | — |
Reaction Steps
A mixture of 6-(benzenesulphonylmethyl)-3-bromo-2-methoxybenzoic acid (Example 7, 0.1 g), zinc cyanide (0.036 g) and tetrakis-(triphenylphosphine) palladium (0.015 g) in DMF was stirred and heated in the microwave at 180° C. for 10 minutes. After cooling, the mixture was diluted with t-butyl methyl ether, dried (MgSO4) and filtered. The filtrate was evaporated to dryness and the residue was purified by preparative HPLC (C18), eluting with a mixture of methanol and water containing 0.1% formic acid with a gradient of 35-98% to give 6-(benzenesulphonylmethyl)-3-cyano-2-methoxybenzoic acid (0.02 g) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09067905B2 |
|---|
| Source dataset | uspto-grants-2015_06 |
|---|
| ORD ID | ord-2b88a298236244228abab729988c82af |
|---|
| Source note | uspto-grants-2015_06 |
|---|