Phenylboronic Acid → N-Diaminomethylene-2-ethyl-3-methylsulphonyl-4-phenylbenzamide

HRID 2393641Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2393641
[CH2:1]([C:3]1[C:11]([S:12]([CH3:15])(=[O:14])=[O:13])=[C:10]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:9]=[CH:8][C:4]=1[C:5](O)=[O:6])[CH3:2].C(C1C(S(C)(=O)=O)=C(Br)C=CC=1C(OC)=O)C.C1(B(O)O)C=CC=CC=1.[Cl-].C[N+]1C=CC=CC=1Cl.[Cl-].[NH2:58][C:59]([NH2:61])=[NH2+:60].C(N(C(C)C)CC)(C)C>CN1CCCC1=O>[NH2:60][C:59]([NH2:61])=[N:58][C:5](=[O:6])[C:4]1[CH:8]=[CH:9][C:10]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[C:11]([S:12]([CH3:15])(=[O:14])=[O:13])[C:3]=1[CH2:1][CH3:2]

Komponenten

8

Edukt 6

HCID 66827Phenylboronic AcidHCID 81531DiisopropylethylamineHCID 5460839Carbamimidoylazanium ChlorideHCID 117449626-chloro-N-methylpyridinium chlorideHCID 18976325HCID 18976325, VerbindungHCID 18976391Methyl 2-ethyl-3-methylsulphonyl-4-bromobenzoate

Produkt 1

HCID 18976366N-Diaminomethylene-2-ethyl-3-methylsulphonyl-4-phenylbenzamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 13387N-methyl-2-pyrrolidoneLösungsmittel

Versuchsvorschrift

1.0 g of 2-ethyl-3-methylsulphonyl-4-phenylbenzoic acid [obtainable by reacting methyl 2-ethyl-3-methylsulphonyl-4-bromobenzoate with phenylboronic acid in the presence of tetrakis(triphenylphosphine)-Pd(0) and then hydrolyzing] is dissolved in 15 ml of 1-methylpyrrolidone, and 0.67 g of 1-methyl-2-chloropyridinium chloride is added to this solution which is then stirred for 15 min. 0.9 g of guanidinium chloride and 2.6 ml of diisopropylethylamine are then added, and the mixture is stirred at room temperature for one hour. N-Diaminomethylene-2-ethyl-3-methylsulphonyl-4-phenylbenzamide is obtained after customary working-up.

Aufarbeitung

  1. stirringthe mixture is stirred at room temperature for one hour

Quellen und Nachweise

ORD-Eintrag
ord-6010465c3fbf40b29be51b1f250ddb52
Quelldatensatz
uspto-grants-1998_09
Patentnummer
US05807896

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