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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 66771Erstellt: 25. Oktober 2026

1,2-Dichlorobenzene → p-Toluenesulfonic acid

https://huagongshe.com/reaction/66771

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-DichlorobenzeneHCID 7239—
Edukt1,2-Ethanediamine, 4-methylbenzenesulfonate (1:?)HCID 225030—
Edukt4-Methylthio-m-tolyloxyacetonitrileHCID 70547184—
Edukt2-((4-(Methylthio)-m-tolyloxy)methyl)-2-imidazolineHCID 70547752—
LösungsmittelDichloromethaneHCID 6344—
Produktp-Toluenesulfonic acidHCID 6101188,2%

Reaktionsschritte

The product, 2-((4-(methylthio)-m-tolyloxy)methyl)-2-imidazoline, was prepared by heating 19.3 g of 4-methylthio-m-tolyloxyacetonitrile, 23.3 g of ethylenediamine p-toluenesulfonate and 75 ml of 1,2-dichlorobenzene substantially as described in previous examples. Upon cooling the reaction mixture, diluting with CH2Cl2 and filtering, 32.5 g of p-toluenesulfonate salt was obtained. The p-toluenesulfonate salt was then slurried in water and CH2Cl2 and then basified. The CH2Cl2 layer was separated and the aqueous layer extracted with chloroform. The extracts were combined, treated with diatomaceous earth and activated charcoal and then filtered. The filtrate was taken to dryness, which gave 13.5 g of the product, 2-((4-(methylthio)-m-tolyloxy)methyl)-2-imidazoline as a white solid, m.p. 102°-104° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04343808
Quelldatensatzuspto-grants-1982_08
ORD IDord-9f359e437e9c4394970d53471b23e6ed
Quellennotizuspto-grants-1982_08