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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 252894Generated: October 31, 2026

Propionic Acid → HCID 59141514, compound

https://huagongshe.com/reaction/252894

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropionic AcidHCID 1032—
ReactantSulfamic AcidHCID 5987—
Reactant2-Chloro-4-nitroanilineHCID 8492—
ReactantNitrosylsulfuric acidHCID 82157—
ReactantHCID 67266784HCID 67266784—
SolventAcetic AcidHCID 176—
SolventMethanolHCID 887—
ProductHCID 59141514HCID 59141514—

Reaction Conditions

Temperature5 °C

Reaction Steps

5.2 parts of 2-chloro-4-nitroaniline, 20 parts of propionic acid and 30 parts of acetic acid were charged and cooled to 5° C. 11.4 parts of 40% (w/w) nitrosyl sulfuric acid were added, whilst the temperature was held below 10° C. The diazotization mixture was stirred for a further 2 hrs at 5-10° C. To a separate vessel were charged 7.0 parts of 3-(ethyl-phenyl-amino)-2-methylpropionic acid vinyl ester, 100 parts of methanol, 1 part sulfamic acid and 100 parts of ice. With stirring, the diazotization mixture was slowly added followed by a further 300 parts of ice. The reaction mixture was stirred over night and the product was isolated by filtration, washed with water and dried to yield 9.4 parts of 3-{[4-(2-chloro-4-nitrophenylazo)-phenyl]-ethyl-amino}-2-methyl-propionic acid vinyl ester. λmax=511 nm (DMF).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07871446B2
Source datasetuspto-grants-2011_01
ORD IDord-ad64eb23a91f4600aca573dfcce3ef14
Source noteuspto-grants-2011_01