Chloroform → 2-({2-[Bis(carboxymethyl)amino]-5-(4-isothiocyanatophenyl)pentyl}({2-[bis(carboxy methyl)amino]ethyl})amino)acetic acid

HRID 62584Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 62584
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][CH:11]([N:29]([CH2:34][C:35]([OH:37])=[O:36])[CH2:30][C:31]([OH:33])=[O:32])[CH2:12][N:13]([CH2:18][CH2:19][N:20]([CH2:25][C:26]([OH:28])=[O:27])[CH2:21][C:22]([OH:24])=[O:23])[CH2:14][C:15]([OH:17])=[O:16])=[CH:4][CH:3]=1.[C:38](Cl)(Cl)=[S:39].C(Cl)(Cl)Cl>O>[C:31]([CH2:30][N:29]([CH2:34][C:35]([OH:37])=[O:36])[CH:11]([CH2:10][CH2:9][CH2:8][C:5]1[CH:6]=[CH:7][C:2]([N:1]=[C:38]=[S:39])=[CH:3][CH:4]=1)[CH2:12][N:13]([CH2:18][CH2:19][N:20]([CH2:21][C:22]([OH:24])=[O:23])[CH2:25][C:26]([OH:28])=[O:27])[CH2:14][C:15]([OH:17])=[O:16])([OH:33])=[O:32]

Komponenten

5

Edukt 3

HCID 6212ChloroformHCID 10040ThiophosgeneHCID 867026522-{[5-(4-Aminophenyl)-2-[bis(carboxymethyl)amino]pentyl] ({2-[bis(carboxymethyl)amino]ethyl})amino}acetic acid

Produkt 1

HCID 867026532-({2-[Bis(carboxymethyl)amino]-5-(4-isothiocyanatophenyl)pentyl}({2-[bis(carboxy methyl)amino]ethyl})amino)acetic acidAusbeute 97 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a solution of 6b (10.2 mg, 0.0152 mmol) in water (100 μL) was added dropwise 1M thiophosgene in CHCl3 (18.2 μL, 0.0182 mmol). The resulting mixture was stirred at room temperature for 3 h. The aqueous layer was concentrated in vacuo to provide pure 7b (10 mg, 97%) as a light yellowish solid. 1H NMR (MeOD, 300 MHz) δ 2.40-4.51 (m, 28H), 7.05-7.70 (m, 4H).

Aufarbeitung

  1. concentrationThe aqueous layer was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-dbc4d8ea6fd245bc93bf3f71684eaa27
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09446995B2

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