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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 544985Generated: October 30, 2026

Diethyl Ether → 4-dimethylaminomethylene-7-iodo-3,4-dihydro-1H-benzo[b]azepine-2,5-dione

https://huagongshe.com/reaction/544985

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantDimethylformamide dimethyl acetalHCID 78373—
Reactant7-Iodo-3,4-dihydro-1H-benzo[b]azepine-2,5-dioneHCID 12012182—
SolventTetrahydrofuranHCID 8028—
Product4-dimethylaminomethylene-7-iodo-3,4-dihydro-1H-benzo[b]azepine-2,5-dioneHCID 66935066—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 7-iodo-3,4-dihydro-1H-benzo[b]azepine-2,5-dione (iv-a) (1.67 g, 5.54 mmol) in THF (15 mL) was added dimethylformamide dimethylacetal (4.0 mL, 27.7 mmol) and the reaction mixture heated to 70° C. for 1 h. The reaction mixture was cooled to 22° C., treated with Et2O (50 mL), and the resulting precipitate filtered and dried in vacuo to give v-a (1.64 g, 83%) as a brown powder: MS m/z=357 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07935694B2
Source datasetuspto-grants-2011_05
ORD IDord-fc700df12b924d2f8a31c4b2a96a1431
Source noteuspto-grants-2011_05