1-Hydroxybenzotriazole → HCID 57901813, Verbindung

HRID 1851428Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1851428
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[S:6]([NH:9][C:10]1[CH:11]=[CH:12][CH:13]=[C:14]2[C:18]=1[NH:17][C:16]([C:19]([OH:21])=O)=[CH:15]2)(=[O:8])=[O:7].Br.[Br:23][CH2:24][CH2:25][NH2:26].N1(O)C2C=CC=CC=2N=N1.Cl.CN(C)CCCN=C=NCC>O.CN(C)C=O.C(N(CC)CC)C>[Br:23][CH2:24][CH2:25][NH:26][C:19]([C:16]1[NH:17][C:18]2[C:14]([CH:15]=1)=[CH:13][CH:12]=[CH:11][C:10]=2[NH:9][S:6]([C:2]1[S:1][CH:5]=[CH:4][CH:3]=1)(=[O:7])=[O:8])=[O:21]

Komponenten

8

Edukt 4

HCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27742172-Bromoethylamine hydrobromideHCID 57476168HCID 57476168, Verbindung

Produkt 1

HCID 57901813HCID 57901813, VerbindungAusbeute 37,6 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittelHCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

To a mixture of 7-[(2-thienylsulfonyl)amino]-1H-indole-2-carboxylic acid (0.70 g), (2-bromoethyl)amine hydrobromide (0.49 g), 1H-1,2,3-benzotriazol-1-ol (0.32 g), triethylamine (0.34 mL) and N,N-dimethylformamide (20 mL) was added N-[3-(dimethylamino)propyl]-N′-ethylcarbodiimide hydrochloride (0.46 g) at 0° C., and the mixture was stirred at room temperature overnight. Water was added to the reaction mixture, and the obtained crystals were filtrated, washed with water and dried to give the title compound (0.35 g, 37%) as colorless crystals. melting point 218-219° C. (decomposition).

Aufarbeitung

  1. filtrationthe obtained crystals were filtrated
  2. washwashed with water
  3. customdried

Quellen und Nachweise

ORD-Eintrag
ord-92f51ad10fa34136a28bc8698b665246
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08957070B2

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