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The reaction of Grignard compounds with Schiff bases. I. The formation of ethylenediamine derivatives

Thies, Heinrich and Schönenberger, Helmut (1956) The reaction of Grignard compounds with Schiff bases. I. The formation of ethylenediamine derivatives. Chemische Berichte 289, pp. 1918-1921.

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Abstract

Highly branched RMgX and benzylidenealkylamines give diphenylethylenediamine derivs. in lieu of the expected 1-phenyl-1-alkylaminoalkane type of compds. Adding (2 hrs.) 25 g. PhCH:NEt in 50 cc. Et2O to Me3CMgCl (from 74 g. Me3CCl) in 200 cc. Et2O, refluxing the mixt. 27 hrs., decompg. it with iced NaOH, extg. with Et2O, and fractionally distg. the residue yield 8.6 g. unchanged PhCH:NEt, b12 76-7 ...

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Item Type:Article
Date:1956
Additional information (public):CAN 51:39121 10 Organic Chemistry 677-22-5; 1809-20-7; 1809-21-8; 19738-40-0; 19738-41-1; 20687-02-9; 102456-79-1; 108922-51-6; 131107-80-7; 131107-81-8 (Derived from data in the 6th Collective Formula Index (1957-1961); 27845-47-2P Role: SPN (Synthetic preparation), PRP (Properties), PREP (Preparation) (The reaction of Grignard compounds with Schiff bases. I. The formation of ethylenediamine derivatives); 107-15-3 (Ethylenediamine) (derivs.); 15018-21-0P (Ethylenediamine, N,N'-diethyl-1,2-diphenyl-); 113651-98-2P (Acetamide, N,N'-(1,2-diphenylethylene)bis[N-ethyl-); 131762-27-1P (Ethylenediamine, N,N'-diethyl-1,2-diphenyl-, dihydrochloride) Role: PREP (Preparation) (prepn. of); 6852-54-6 (Ethylamine, N-benzylidene-) (reaction with tert-butylmagnesium chloride)
Institutions:Chemistry and Pharmacy > Institute of Pharmacy > Retired Professors > Prof. Schönenberger
Identification Number:
ValueType
1957:39121Other
Keywords:Schiff bases (Grignard reactions of) Grignard reaction (with Schiff bases) Magnesium (reaction with N-benzylideneethylamine)
Subjects:500 Science > 540 Chemistry & allied sciences
Status:Published
Refereed:Yes, this version has been refereed
Created at the University of Regensburg:No
Owner: Petra Gürster
Deposited On:19 Nov 2010 06:43
Last Modified:19 Nov 2010 06:43
Item ID:18197
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