Tert-butyl 4-({[(2-methylphenyl)amino]carbonyl}amino)benzylcarbamate → N-[4-(Aminomethyl)phenyl]-N'-(2-methylphenyl)urea

HRID 1829996

Reaktionsgleichung

Reaktionsgleichung von HRID 1829996
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]([NH:11][C:12]1[CH:26]=[CH:25][C:15]([CH2:16][NH:17]C(=O)OC(C)(C)C)=[CH:14][CH:13]=1)=[O:10]>C(Cl)Cl>[NH2:17][CH2:16][C:15]1[CH:14]=[CH:13][C:12]([NH:11][C:9]([NH:8][C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[CH3:1])=[O:10])=[CH:26][CH:25]=1

Komponenten

3

Edukt 1

HCID 21032485Tert-butyl 4-({[(2-methylphenyl)amino]carbonyl}amino)benzylcarbamate

Produkt 1

HCID 21986569N-[4-(Aminomethyl)phenyl]-N'-(2-methylphenyl)urea

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of tert-butyl 4-({[(2-methylphenyl)amino]carbonyl}amino)benzylcarbamate (2.00 g, 5.63 mmol) in CH2Cl2 (120 mL) TFA (36 mL) was added at 0° C. and stirred for 2 h at r.t. The reaction mixture was evaporated and the product was collected (2.72 g, TFA salt). M.p. 142–143° C.; TLC (PE/EtOAc 3/2) Rf 0.14; 1H NMR (400 MHz, D6-DMSO) δ 2.24 (s, 3H); 3.97 (q, J=5 Hz, 2H); 6.96 (mc, 1H); 7.13–7.19 (m, 2); 7.36 (mc, 2H); 7.51 (mc, 2H); 7.81 (mc, 2H); 8.06 (s, 1H); 8.08 (s, 3H); 9.23 (s, 1H).

Aufarbeitung

  1. customThe reaction mixture was evaporated
  2. customthe product was collected (2.72 g, TFA salt)

Quellen und Nachweise

ORD-Eintrag
ord-b4ff2aa8584a4de98637134231ce5af5
Quelldatensatz
uspto-grants-2006_06
Patentnummer
US07064229B2

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