2-Amino-4-methoxy-6-methyl-1,3,5-triazine → 2-(Dichloromethyl)-N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)aminocarbonyl]benzenesulfonamide

HRID 4135

Reaktionsgleichung

Reaktionsgleichung von HRID 4135
[Cl:1][CH:2]([Cl:15])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[S:9]([N:12]=[C:13]=[O:14])(=[O:11])=[O:10].[NH2:16][C:17]1[N:22]=[C:21]([O:23][CH3:24])[N:20]=[C:19]([CH3:25])[N:18]=1>C(#N)C>[Cl:15][CH:2]([Cl:1])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[S:9]([NH:12][C:13]([NH:16][C:17]1[N:22]=[C:21]([O:23][CH3:24])[N:20]=[C:19]([CH3:25])[N:18]=1)=[O:14])(=[O:11])=[O:10]

Komponenten

4

Edukt 2

HCID 154662-Amino-4-methoxy-6-methyl-1,3,5-triazineHCID 201527002-(Dichloromethyl)benzenesulfonyl isocyanate

Produkt 1

HCID 133646232-(Dichloromethyl)-N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)aminocarbonyl]benzenesulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

2-(Dichloromethyl)benzenesulfonyl isocyanate prepared from 10 mmol of sulfonamide as described in the synthesis of Example 1, was treated with acetonitrile (15 ml) and 2-amino-4-methoxy-6-methyl-1,3,5-triazine (1.40 g). The mixture was stirred for 18 hrs. and filtered. The filtrate was evaporated and recrystallized from acetone to give 0.78 g of white solid, mp 168°-169° (dec). 1H nmr δDMSO-d6TMS 8.37-7.50 (m, featuring singlet at 8.07), 7.00-6.17 (brds), 4.00 (s), 2.48 (s). IR (nujol) featured bands at 1720 and 1590 cm-1. Mass spectrum featured 264.9367 (calc'd for C8H5Cl2NO3S 264.9367) and 140.0687 (calc'd for C5H8N4O 140.0697).

Aufarbeitung

  1. customas described in the synthesis of Example 1
  2. filtrationand filtered
  3. customThe filtrate was evaporated
  4. customrecrystallized from acetone

Quellen und Nachweise

ORD-Eintrag
ord-a13c037be7c241d6a705a7e8083f6b1a
Quelldatensatz
uspto-grants-1988_02
Patentnummer
US04723990

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