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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 969287Generated: October 31, 2026

Diazald → Methyl 9-oxo-9H-xanthene-1-carboxylate

https://huagongshe.com/reaction/969287

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiazaldHCID 6628—
ReactantDiazomethaneHCID 9550—
ReactantPotassium HydroxideHCID 14797—
ReactantHCID 470399HCID 470399—
SolventMethanolHCID 887—
ProductMethyl 9-oxo-9H-xanthene-1-carboxylateHCID 470401100%

Reaction Steps

Esterification of acid can be achieved by several conventional methods by those skilled in the art. These procedures include utilizing diazomethane or methyl alcohol catalyzed by mineral acids. For example, ethereal diazomethane solution can be prepared from N-methyl-N-nitrosotoluene-p-sulphonamide and potassium hydroxide from a water bath. 9-Oxoxanthene-1-carboxylic acid (1.29 g, 5 mmol) in absolute methanol is added to this ethereal diazomethane solution at 0° C. until a pale yellow color formed. Removal of the solvent provides the desired ester solid in 100% yield. Thus the final products, Examples 5-9, can be prepared by condensation hydrazine with the ketonester 11 as described in General procedure C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07307080B2
Source datasetuspto-grants-2007_12
ORD IDord-ba3a0ff3caed419dbd36ae77689fd17d
Source noteuspto-grants-2007_12