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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1509372Generated: October 31, 2026

Glycine → HCID 123709625, compound

https://huagongshe.com/reaction/1509372

Reaction equation

Participants

RoleNameHCIDCharge
ReactantGlycineHCID 750—
ReactantMorpholineHCID 8083—
ReactantEthyl chloroformateHCID 10928—
ReactantSodium HydroxideHCID 14798—
Reactant2-(Chloromethyl)benzoyl chlorideHCID 3016395—
Reactant2-azidobenzaldehydeHCID 10888060—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
SolventTriethylamineHCID 8471—
ProductHCID 123709625HCID 123709625—

Reaction Conditions

Temperature10 °C

Reaction Steps

Glycine (3 g) was dissolved in a mixture of water (20 g), acetonitrile (10 g), and sodium hydroxide (2 g), and the solution was cooled to 10° C., to thereby prepare a glycine solution. Separately, chloromethylbenzoyl chloride (8 g) was dissolved in acetonitrile (20 g), and the solution was cooled to 10° C. The liquid was added dropwise to the glycine solution over 2 hours. Simultaneously, a solution of sodium hydroxide (2 g) dissolved in water (20 g) was added to the glycine solution over 2 hours. Five hours later, morpholine (4 g) was added thereto, and the mixture was allowed to react at 60° C. for 4 hours, followed by cooling the resultant solution to 10° C. Triethylamine (4 g) was further added, and then ethyl chloroformate (4.5 g) was added dropwise thereto over 30 minutes. The resultant mixture was continuously stirred for 2 hours. Subsequently, azidobenzaldehyde (3.5 g) was added, and the mixture was allowed to react at 20° C. for 16 hours. The thus-formed precipitates were separated through filtration and dried, to thereby yield 1 g of photosensitive material G as a target compound. Photosensitive material G was dissolved in acetonitrile, and a UV absorption spectrum of the solution was measured, and an absorption peak attributed to an azlactone ring was identified at 387 nm. FIG. 3 illustrates the UV absorption spectrum of photosensitive material G.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09223210B2
Source datasetuspto-grants-2015_12
ORD IDord-9c0c837c32414ee49a6072ccf8887e28
Source noteuspto-grants-2015_12