HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718033Generated: October 25, 2026
Diphenyl Ether → 8-chloro-5,10-dihydro-11H-dibenzo[b,e][1,4]diazepin-11-one
https://huagongshe.com/reaction/718033
Participants
| Role | Name | HCID | Charge |
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| Reactant | Diphenyl Ether | HCID 7583 | — |
| Reactant | N-(2-Amino-4-chlorophenyl)anthranilic acid | HCID 610730 | — |
| Product | 8-chloro-5,10-dihydro-11H-dibenzo[b,e][1,4]diazepin-11-one | HCID 3653116 | 76.1% |
Reaction Steps
The 2-(2-amino-4-chlorophenylamino)benzoic acid (2.00 g, 7.63 mmol) was mixed with diphenyl ether (5 mL). The reaction mixture was stirred at 175° C. for 2 hours. The mixture was cooled down to room temperature and put directly to the column eluting with 10% to 50% ethyl acetate in hexanes to afford the title compound 9 (1.42 g, 76%) as a purple solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09193749B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-b165c80520d54ac3a933ada0c4ac8d96 |
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| Source note | uspto-grants-2015_11 |
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