2-Amino-4-methoxy-6-methyl-1,3,5-triazine → Metsulfuron-methyl

HRID 464123

Reaktionsgleichung

Reaktionsgleichung von HRID 464123
[C:1]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[S:11](Cl)(=[O:13])=[O:12])([O:3][CH3:4])=[O:2].[CH3:15][O:16][C:17]1[N:22]=[C:21]([CH3:23])[N:20]=[C:19]([NH2:24])[N:18]=1.[O-:25][C:26]#[N:27].[Na+]>CN1CCCC1=O.C(=O)(O)[O-].[Na+]>[CH3:15][O:16][C:17]1[N:22]=[C:21]([CH3:23])[N:20]=[C:19]([NH:24][C:26]([NH:27][S:11]([C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[C:1]([O:3][CH3:4])=[O:2])(=[O:13])=[O:12])=[O:25])[N:18]=1

Komponenten

6

Edukt 3

HCID 154662-Amino-4-methoxy-6-methyl-1,3,5-triazineHCID 117830Benzoic acid, 2-(chlorosulfonyl)-, methyl esterHCID 517096Sodium Cyanate

Produkt 1

HCID 52999Metsulfuron-methylAusbeute 55 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 13387N-methyl-2-pyrrolidoneLösungsmittelHCID 516892Sodium BicarbonateLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

A slurry of 10.0 grams (0.042 moles) of 2-carbomethoxybenzenesulfonyl chloride, 5.0 grams (0.0357 moles) 4-methoxy-6-methyl-1,3,5-triazin-2-amine and 6.0 grams (0.092 moles) sodium cyanate in 60 ml N-methylpyrrolidinone was stirred 2 hours at 80° C. The reaction was cooled to 25° C., diluted with 200 ml saturated sodium bicarbonate solution, and filtered. The filtrate was acidified with dilute hydrochloric acid and the product was collected by filtration and dried to give the title compound in 55% yield. The IR spectrum of the title compound was identical to that of an authentic sample prepared as taught in U.S. Pat. No. 4,383,113.

Aufarbeitung

  1. filtrationfiltered
  2. filtrationthe product was collected by filtration
  3. customdried

Quellen und Nachweise

ORD-Eintrag
ord-b7c299a9824f4439972a45dd4673639e
Quelldatensatz
uspto-grants-1985_10
Patentnummer
US04546179

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