Tetrahydrofuran → 2,2-Diphenylethylamine

HRID 52596

Reaktionsgleichung

Reaktionsgleichung von HRID 52596
O1CCCC1.C(N(CC)CC)C.[C:13]1([CH:19]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[CH2:20][NH:21][C:22]([NH:24][C:25]2[CH:30]=[CH:29][C:28]([CH2:31][NH2:32])=[CH:27][CH:26]=2)=[O:23])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>ClCCl>[C:31]([C:28]1[CH:27]=[CH:26][C:25]([N:24]=[C:22]=[O:23])=[CH:30][CH:29]=1)#[N:32].[C:33]1([CH:19]([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH2:20][NH2:21])[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1.[C:31]([C:28]1[CH:27]=[CH:26][C:25]([NH:24][C:22]([NH:21][CH2:20][CH:19]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)=[O:23])=[CH:30][CH:29]=1)#[N:32]

Komponenten

7

Edukt 3

HCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 189759274-[[[(2,2-Diphenylethyl)amino]carbonyl]amino]benzenemethylamine

Produkt 3

HCID 775752,2-DiphenylethylamineHCID 1703804-Cyanophenyl isocyanateHCID 38498234-cyanophenyl-N'-(2,2-diphenylethyl)-urea

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Prepared, analogously to Example 13a) but using dichloromethane as solvent instead of tetrahydrofuran and without using triethylamine, from 4-[[[(2,2-diphenylethyl)amino]carbonyl]amino]benzenemethylamine (mp.: 161°-163° C.; obtained from 4-cyanophenylisocyanate and 2,2-diphenylethylamine via N-(4-cyanophenyl-N'-(2,2-diphenylethyl)-urea, mp.: 235°-237° C., and finally by catalytic hydrogenation in the presence of Raney nickel and ammonia), (R)-N5 -[amino(nitroimino)methyl]-N2 -(diphenylacetyl)-ornithine, DCC and HOBt in a yield of 48% of theory.

Aufarbeitung

  1. customPrepared, analogously to Example 13a) but

Quellen und Nachweise

ORD-Eintrag
ord-3c374c14aa324310b266ecde97c37001
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05616620

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