HuagongsheHuagongshe Chemistry Print Report · For research reference only
Azobisisobutyronitrile → 4-(Bromomethyl)-2-(4-chlorophenyl)thiazole-5-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Azobisisobutyronitrile | HCID 6547 | — |
| Reactant | Hexamethyldisilazane | HCID 13838 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 2-(4-Chlorophenyl)-4-methyl-1,3-thiazole-5-carboxylic acid | HCID 2768679 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | 4-(Bromomethyl)-2-(4-chlorophenyl)thiazole-5-carboxylic acid | HCID 58387723 | 72% |
Reaction Steps
Following the procedure described in Part D of Example 1, 1.00 g of commercially available of 2-(4-chlorophenyl)-4-methylthiazole-5-carboxylic acid, 0.502 mL of HMDS, 0.702 g of NBS and 32 mg of AIBN in 3.40 mL of CCl4 afforded the title compound (0.940 g, 72% yield) as a yellow/orange solid: 1H NMR (500 MHz, DMSO-d6) δ 11.06 (1H, br. s.), 8.02 (2H, d, J=8.25 Hz), 7.61 (2H, d, J=8.80 Hz), 5.01 (2H, s); HPLC retention time: 3.591 min; LCMS (ES): m/z 334 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08344160B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-2f75b75d3b094ff5b1c7407c8b8ec08d |
| Source note | uspto-grants-2013_01 |