HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 220611Generated: October 27, 2026
Acetic Acid → 2-chloro-8-methyl-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepin-11-one
https://huagongshe.com/reaction/220611
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 3,4-Diaminotoluene | HCID 10332 | — |
| Reactant | 5-chloro-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione | HCID 639058 | — |
| Product | 2-chloro-8-methyl-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepin-11-one | HCID 68718219 | — |
Reaction Steps
A mixture of 4-methyl-1,2-phenylenediamine (0.1 mol) and 6-chloro isatoic anhydride (0.1 mol) in acetic acid (85%) was heated at 110° C. for 2 hrs. The mixture was poured into ice-cold water and 2-chloro-8-methyl-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepin-11-one was isolated (93%) after neutralisation and filtration.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08202989B2 |
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| Source dataset | uspto-grants-2012_06 |
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| ORD ID | ord-54cc76e55d0f4c9294ad4d59f0331240 |
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| Source note | uspto-grants-2012_06 |
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