Sodium cyanoborohydride → HCID 54173271, Verbindung

HRID 260546Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 260546
[NH2:1][CH:2]([C:6]#[N:7])[C:3]([OH:5])=[O:4].[CH3:8][C:9]1C=CC(S(OCC)(=O)=O)=CC=1.[CH3:21][N:22]([CH:24]=[N:25][S:26]([C:29]1[C:30]([C:35]2[CH:40]=[CH:39][C:38]([CH:41]=O)=[CH:37][CH:36]=2)=[CH:31][CH:32]=[CH:33][CH:34]=1)(=[O:28])=[O:27])[CH3:23].C([BH3-])#N.[Na+]>ClCCl>[C:6]([CH:2]([NH:1][CH2:41][C:38]1[CH:39]=[CH:40][C:35]([C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=2[S:26]([N:25]=[CH:24][N:22]([CH3:23])[CH3:21])(=[O:28])=[O:27])=[CH:36][CH:37]=1)[C:3]([O:5][CH2:8][CH3:9])=[O:4])#[N:7]

Komponenten

5

Edukt 3

HCID 5003444Sodium cyanoborohydrideHCID 54273713N'-(4'-Formyl[1,1'-biphenyl]-2-sulfonyl)-N,N-dimethylmethanimidamideHCID 86749579HCID 86749579, Verbindung

Produkt 1

HCID 54173271HCID 54173271, VerbindungAusbeute 29,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

2 g of ethyl mono (4-methylbenzenesulfonate) aminocyano acetate of Stage B of Example 1 and 1.9 g of N-[(dimethylamino) methylene]-4'-formyl-(1,1'-biphenyl)-2-sulfonamide of Stage A of Example 1 were stirred in dichloromethane at 35° for 3 hours and then 0.396 g of sodium cyano borohydride were added. The solution was stirred at ambient temperature for 18 hours and the reaction mixture was filtered, washed with water and evaporated. After chromatography on silica (dichloromethane-ethyl acetate 85-15), 770 mg of the expected product were obtained, identical to that of Stage C of Example 1.

Aufarbeitung

  1. filtrationthe reaction mixture was filtered
  2. washwashed with water
  3. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-103d0109561a4abead21deeda985d7ac
Quelldatensatz
uspto-grants-1996_06
Patentnummer
US05527919

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