HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl p-toluenesulfonate → 2-[2'-(5-Acetyl-2-ethylaminophenylimino)-3'-benzyl-5-methyl-4'-oxo-4-phenyl-3',4'-dihydro-2'H-[2,5']bithiazolyliden-3-yl]ethyl Acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl p-toluenesulfonate | HCID 6645 | — |
| Reactant | 2-(5-Methyl-4-phenyl-2-thioxothiazol-3-yl)ethyl Acetate | HCID 21937545 | — |
| Reactant | 2-(5-Acetyl-2-ethylaminophenylimino)-3-benzylthiazolidin-4-one | HCID 21937583 | — |
| Product | 2-[2'-(5-Acetyl-2-ethylaminophenylimino)-3'-benzyl-5-methyl-4'-oxo-4-phenyl-3',4'-dihydro-2'H-[2,5']bithiazolyliden-3-yl]ethyl Acetate | HCID 73690397 | — |
Reaction Steps
In a manner similar to that described in Example 52, intermediate 2-(5-methyl-4-phenyl-2-thioxothiazol-3-yl)ethyl acetate was alkylated with methyl p-toluenesulfonate and condensed with 2-(5-acetyl-2-ethylaminophenylimino)-3-benzylthiazolidin-4-one to yield the title compound. 1H-NMR (CDCl3): δ 7.63-7.67 (2H, m), 7.44-7.51 (5H, m), 7.28-7.37 (5H, m), 6.50 (1H, d), 5.19 (2H, s), 4.30 (1H, br t), 4.03 (4H, m), 3.06 (2H, m), 2.48 (3H, s), 2.05 (3H, s), 1.89 (3H, s), 1.05 (3H, t); MS(ESI): 627 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06696473B2 |
| Source dataset | uspto-grants-2004_02 |
| ORD ID | ord-27f0780f66c846d6b6ec0344aa1b5cc2 |
| Source note | uspto-grants-2004_02 |