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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1668574Generated: October 31, 2026

1,1-Dimethylethyl 7-amino-8-hydroxy-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate → 1,1-dimethylethyl 2-thioxo-2,3,5,6,8,9-hexahydro-7H-[1,3]oxazolo[4,5-h][3]benzazepine-7-carboxylate

https://huagongshe.com/reaction/1668574

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1-Dimethylethyl 7-amino-8-hydroxy-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylateHCID 59150472—
ReactantHCID 86638054HCID 86638054—
SolventPyridineHCID 1049—
SolventEthyl AcetateHCID 8857—
Product1,1-dimethylethyl 2-thioxo-2,3,5,6,8,9-hexahydro-7H-[1,3]oxazolo[4,5-h][3]benzazepine-7-carboxylateHCID 5915051769.4%

Reaction Conditions

Temperature70 °C

Reaction Steps

1,1-Dimethylethyl 7-amino-8-hydroxy-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate (3.6 mmol) and potassium [(ethyloxy)carbonothioyl]sulfide (3.96 mmol) were suspended in pyridine (6 ml) and the reaction mixture was heated at 70° C. for 3 h. The solvent was removed under reduced pressure providing a crude product that after dissolution in ethyl acetate, washing with water and evaporation of the organic phase under reduced pressure gave the title compound as a yellow solid (2.5 mmol, 69% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989444B2
Source datasetuspto-grants-2011_08
ORD IDord-456ef6d6316c4ca5b1b551c7b9244f70
Source noteuspto-grants-2011_08