Benzenesulfonamide, 3-amino- → 3-[(4-Chloro-1,3,5-triazin-2-yl)amino]benzenesulfonamide

HRID 587138

Reaktionsgleichung

Reaktionsgleichung von HRID 587138
[Cl:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]2[CH:10]=[C:11](CS(N)(=O)=O)[CH:12]=[CH:13][CH:14]=2)[N:3]=1.ClC1N=C(Cl)N=CN=1.NC1C=C([S:35]([NH2:38])(=[O:37])=[O:36])C=CC=1>>[Cl:1][C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][C:9]2[CH:10]=[C:11]([S:35]([NH2:38])(=[O:37])=[O:36])[CH:12]=[CH:13][CH:14]=2)[N:3]=1

Komponenten

4

Edukt 3

HCID 7377Benzenesulfonamide, 3-amino-HCID 178102,4-Dichloro-1,3,5-triazineHCID 866798223-[(4-Chloro-1,3,5-triazin-2-yl)amino]benzenemethanesulfonamide

Produkt 1

HCID 866798233-[(4-Chloro-1,3,5-triazin-2-yl)amino]benzenesulfonamideAusbeute 35 %

Versuchsvorschrift

A2 was prepared following the general procedure reported for A1 using 2,4-dichloro-1,3,5-triazine and 3-aminobenzenesulfonamide as reacting agents. The crude product was purified by flash chromatography on silica gel (cHex/EtOAc=20:1 to 1:20) to yield the desired product A2 as a white solid (35%). 1H NMR (400 MHz, d6-DMSO, 300K) δ 7.41 (s, 2H), 7.59 (m, 2H), 7.85 (d, J=6.9 Hz, 1H), 8.21 (br.s, 1H), 8.69 (s, 1H), 11.02 (s, 1H). MS (ES) C9H8ClN5O2S requires: 285. found: 286 (M+H)+.

Aufarbeitung

  1. customA2 was prepared
  2. customThe crude product was purified by flash chromatography on silica gel (cHex/EtOAc=20:1 to 1:20)

Quellen und Nachweise

ORD-Eintrag
ord-845ce6ba1a8e45dd8da4c4971f129d4e
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09226929B2

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