HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1265927Generated: November 2, 2026
4-Pyridylthiourea → 8-Chloro-7-dimethylamino-4-{3-[2-(pyridin-4-ylamino)-thiazol-4-yl]-phenyl}-1,3-dihydro-benzo[b][1,4]diazepin-2-one
https://huagongshe.com/reaction/1265927
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Pyridylthiourea | HCID 2737249 | — |
| Reactant | 4-(3-Bromoacetyl-phenyl)-8-chloro-7-dimethylamino-1,3-dihydro-benzo[b][1,4]diazepin-2-one | HCID 18613234 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 8-Chloro-7-dimethylamino-4-{3-[2-(pyridin-4-ylamino)-thiazol-4-yl]-phenyl}-1,3-dihydro-benzo[b][1,4]diazepin-2-one | HCID 18613502 | 37.6% |
Reaction Steps
A mixture of 4-(3-bromoacetyl-phenyl)-8-chloro-7-dimethylamino-1,3-dihydro-benzo[b][1,4]diazepin-2-one (130 mg) (Example 193a) and 1-(4-pyridyl)-2-thiourea (46 mg) in THF (3 mL) was heated at 60° C. for 45 min. The mixture was diluted with AcOEt and washed with sat. NaHCO3 solution and with brine. The organic layer was dried and evaporated and the residue was triturated with Et2O to give the title compound (55 mg) as yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06544985B2 |
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| Source dataset | uspto-grants-2003_04 |
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| ORD ID | ord-38e8eed7f22c4f33860e1d31f22fa009 |
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| Source note | uspto-grants-2003_04 |
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