HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenemethanethiol, alpha,alpha-diphenyl- → HCID 67125572, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenemethanethiol, alpha,alpha-diphenyl- | HCID 77281 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 86680182 | HCID 86680182 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67125572 | HCID 67125572 | 70.9% |
Reaction Steps
A solution of N-(3-(2-bromoacetyl)-4-methylphenyl)-3-(2-cyanopropan-2-yl)benzamide 113 (1.127 mmol, 450 mg), DIPEA (1.352 mmol, 0.224 mL) and triphenylmethyl mercaptan (1.240 mmol, 343 mg) in DMF (5 ml) was stirred overnight at room temperature. Evaporated to dryness. Purification by chromatography (0-10% ethyl acetate in Toluene) gave 3-(2-cyanopropan-2-yl)-N-(4-methyl-3-(2-(tritylthio)acetyl)phenyl)benzamide 114 (475 mg, 70.9%). NMR (400 MHz, CDCl3) 1.80 (s, 6H), 2.38 (s, 3H), 3.55 (s, 2H), 7.31-7.15 (m, 10H), 7.39 (d, J=2.3 Hz, 1H), 7.42 (m, 3H), 7.44 (m, 3H), 7.56 (t, J=7.8 Hz, 1H), 7.72 (m, 2H), 7.74 (m, 1H), 7.79 (d, J=7.8 Hz, 1H), 7.99 (t, J=1.9 Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08669256B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-a3d29145f28f4020a994202672157785 |
| Source note | uspto-grants-2014_03 |