1,2-Dichlorobenzene → 3-(3,5-Dichloro-2-oxo-1(2H)-pyrazinyl)-4-methyl-benzoic acid, methyl ester

HRID 2070707

Reaktionsgleichung

Reaktionsgleichung von HRID 2070707
[C:1]([CH2:3][NH:4][C:5]1[CH:6]=[C:7]([CH:12]=[CH:13][C:14]=1[CH3:15])[C:8]([O:10][CH3:11])=[O:9])#[N:2].[C:16]([Cl:21])(=O)[C:17](Cl)=[O:18].[Cl:22]C1C=CC=CC=1Cl>>[Cl:21][C:16]1[C:17](=[O:18])[N:4]([C:5]2[CH:6]=[C:7]([CH:12]=[CH:13][C:14]=2[CH3:15])[C:8]([O:10][CH3:11])=[O:9])[CH:3]=[C:1]([Cl:22])[N:2]=1

Komponenten

4

Edukt 3

HCID 72391,2-DichlorobenzeneHCID 65578Oxalyl chlorideHCID 86663236Methyl 3-[(cyanomethyl)amino]-4-methylbenzoate

Produkt 1

HCID 866632353-(3,5-Dichloro-2-oxo-1(2H)-pyrazinyl)-4-methyl-benzoic acid, methyl ester

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

To 3-[(cyanomethyl)amino]-4-methyl-benzoic acid, methyl ester (Example 1a, 1.2 g) was added 1,2-dichlorobenzene (20 mL) and oxalyl chloride (3 mL). The reaction was heated at 100° C. for four h before the volatiles were removed under reduced pressure. The residue was purified (SiO2 chromatography eluting with dichloromethane) to afford the subtitle compound (800 mg).

Aufarbeitung

  1. customwere removed under reduced pressure
  2. customThe residue was purified
  3. wash(SiO2 chromatography eluting with dichloromethane)

Quellen und Nachweise

ORD-Eintrag
ord-6409f92ec2f44a1c91a497b915131bf5
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08299246B2

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