HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1297652Generated: October 30, 2026
Water → 6-[2-Amino-4-oxo-4h-thiazol-(5z)-ylidenemethyl]-4-[2-(2-methoxy-ethoxy)-ethoxy]-quinoline-3-carbonitrile
https://huagongshe.com/reaction/1297652
Participants
| Role | Name | HCID | Charge |
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| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | 6-Formyl-4-[2-(2-methoxy-ethoxy)-ethoxy]-quinoline-3-carbonitrile | HCID 58585873 | — |
| Reactant | (5Z)-5-[(3-cyclopentyloxy-4-methoxyphenyl)methylidene]-2-imino-1,3-thiazolidin-4-one | HCID 137629131 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 6-[2-Amino-4-oxo-4h-thiazol-(5z)-ylidenemethyl]-4-[2-(2-methoxy-ethoxy)-ethoxy]-quinoline-3-carbonitrile | HCID 11632683 | 24% |
Reaction Steps
The suspension of 6-formyl-4-[2-(2-methoxy-ethoxy)-ethoxy]-quinoline-3-carbonitrile (example 28b, 50 mg, 0.17 mmol), pseudothiohydantoin (19.3 mg, 0.17 mmol), and sodium acetate (55 mg, 0.68 mmol) in acetic acid (180 uL) was stirred at 130° C. for 12 h. After cooling to room temperature, water was added. The solid was collected by filtration, washed with water and dried. Flash chromatography (Merck Silica gel 60, 70-230 mesh, 0%-7% methanol in methylene chloride in 30 min) afforded 6-[2-amino-4-oxo-4H-thiazol-(5Z)-ylidenemethyl]-4-[2-(2-methoxy-ethoxy)-ethoxy]-quinoline-3-carbonitrile (16.2 mg, 24%) as a slight yellow solid. LC-MS m/e 399 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07250515B2 |
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| Source dataset | uspto-grants-2007_07 |
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| ORD ID | ord-16ef4741adfc4460af9252b39af966ff |
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| Source note | uspto-grants-2007_07 |
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