HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 859602Generated: October 26, 2026
Chloroacetone → 8-(4-Fluoro-phenyl)-4-[3-(4-methyl-thiazol-2-yl)-phenyl]-1,3-dihydro-benzo[b][1,4]diazepin-2-one
https://huagongshe.com/reaction/859602
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Chloroacetone | HCID 6571 | — |
| Reactant | 3-[7-(4-Fluoro-phenyl)-4-oxo-4,5-dihydro-3H-benzo[b][1,4]diazepin-2-yl]-thiobenzamide | HCID 22224627 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 8-(4-Fluoro-phenyl)-4-[3-(4-methyl-thiazol-2-yl)-phenyl]-1,3-dihydro-benzo[b][1,4]diazepin-2-one | HCID 22224752 | — |
Reaction Steps
To a suspension of 3-[7-(4-fluoro-phenyl)-4-oxo-4,5-dihydro-3H-benzo[b][1,4]diazepin-2-yl]-thiobenzamide (Example 149) (97 mg, (0.25 mmol) in ethanol (5 mL) was added chloroacetone (0.1 mL, 1.25 mmol) and the mixture was heated at reflux. After 1 h and after 5 h of heating, more chloroacetone (2 times 0.1 mL, 1.25 mmol) was added. After 20 h the mixture was cooled to 0° C. and stirred for 0.5 h, and the title compound was isolated by filtration as light yellow solid (61 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07151098B2 |
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| Source dataset | uspto-grants-2006_12 |
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| ORD ID | ord-5fdbb63a719d48baac25b6761dc73586 |
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| Source note | uspto-grants-2006_12 |
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