Reaktion #322818

ord-66c4d911e5e844a9821e0bb40e9b853d

Reaktionsgleichung

O
water
Nc1ccccc1S
2-aminothiophenol
COC(=O)C(Br)CCBr
methyl 2,4-dibromobutyrate
O=C1Nc2ccccc2SC1CCBr
2-(2-bromoethyl)-2H-1,4-benzothiazin-3(4H)-one

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.STIRRINGAfter stirring one hour

Vorschrift

To a solution of 4.6 g of 2-aminothiophenol in 50 ml of dimethylformamide was added dropwise 9.55 g of methyl 2,4-dibromobutyrate with stirring at room temperature. After stirring one hour, the reaction mixture was poured into water to give crystals of 2-(2-bromoethyl)-2H-1,4-benzothiazin-3(4H)-one. The crystals were collected by filtration and washed with water, n-hexane and cold methanol. The yield was 6.32 g (63.3%). Recrystallization from ethyl acetate gave prisms, m.p. 151°-152° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04640916uspto-grants-1987_02