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The reaction of Grignard compounds with Schiff bases. II. The dimerization of Schiff bases in dependence on the substituents on the nitrogen and on the nature of the Grignard reagent

Thies, Heinrich and Schönenberger, Helmut (1956) The reaction of Grignard compounds with Schiff bases. II. The dimerization of Schiff bases in dependence on the substituents on the nitrogen and on the nature of the Grignard reagent. Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft 289 (8), pp. 408-417.

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Abstract

cf. C.A. 51, 7319g. The reaction of PhCH:NR (I) with R'MgX (II) to form the dimer, (RNHCHPh)2 (III), rather than the adduct, PhCH(NHR)R' (IV), increases as the length of R and the branching of R' increase. I (0.2 mole) in 20 cc. dry Et2O added during 2 hrs. to 0.4 mole II in 100 cc. Et2O, the mixt. refluxed 4 hrs., decompd. with NaOH and ice, extd. with Et2O, fractionally distd., the distillate ...

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Item Type:Article
Date:1956
Additional information (public):CAN 51:81157 10 Organic Chemistry 111586-41-5; 114910-46-2 (Derived from data in the 6th Collective Formula Index (1957-1961); 96504-88-0P Role: SPN (Synthetic preparation), PRP (Properties), PREP (Preparation) (The reaction of Grignard compounds with Schiff bases. II. The dimerization of Schiff bases in dependence on the substituents on the nitrogen and on the nature of the Grignard reagent); 4169-62-4 (Ethylenediamine, N,N'-dibutyl-1,2-diphenyl-) (and derivs.); 461-58-5 (Guanidine, cyano-) (eutectic mixts. of, with N,N'-dibutyl-1,2-diphenylethylenediamine); 118-57-0 (Phenetsal) (eutectics with N,N'-dibutyl-1,2-diphenylethylenediamine); 7713-71-5P (Benzylamine, alpha -ethyl-N-methyl-); 10137-87-8P (Benzylamine, N-ethyl-alpha -methyl-); 10408-89-6P (Benzylamine, N,alpha -dimethyl-, hydrochloride); 13509-75-6P (Benzylamine, alpha -butyl-N-methyl-); 15018-21-0P (Ethylenediamine, N,N'-diethyl-1,2-diphenyl-); 22751-68-4P (Ethylenediamine, N,N'-dimethyl-1,2-diphenyl-); 32512-24-6P (Benzylamine, N,alpha -dimethyl-); 37771-39-4P (Benzylamine, N-ethyl-alpha -methyl-, hydrochloride); 56129-56-7P (Benzylamine, alpha -isopropyl-N-methyl-); 56722-58-8P (Benzylamine, N,alpha -dibutyl-); 60509-18-4P (Benzylamine, N-butyl-alpha -propyl-, hydrochloride); 61013-31-8P (Benzylamine, N,alpha -dibutyl-, hydrochloride); 72195-71-2P (Acetamide, N,N'-(1,2-diphenylethylene)bis[N-methyl-); 72961-52-5P (Benzylamine, N-ethyl-alpha -propyl-); 72961-53-6P (Benzylamine, alpha -butyl-N-ethyl-); 76605-79-3P (Benzylamine, alpha -ethyl-N-methyl-, hydrochloride); 87876-92-4P (Benzylamine, N,alpha -diethyl-); 100054-17-9P (Benzylamine, N-methyl-alpha -propyl-, hydrochloride); 100054-18-0P (Benzylamine, N-methyl-alpha -propyl-); 100251-49-8P (Benzylamine, alpha -butyl-N-methyl-, hydrochloride); 100251-50-1P (Benzylamine, N-ethyl-alpha -propyl-, hydrochloride); 100251-51-2P (Benzylamine, alpha -isobutyl-N-methyl-, hydrochloride); 100251-52-3P (Benzylamine, alpha -isobutyl-N-methyl-); 100522-03-0P (Benzylamine, alpha -butyl-N-ethyl-, hydrochloride); 100874-73-5P (Benzylamine, N-butyl-alpha -propyl-); 104178-91-8P (Benzylamine, N,alpha -diethyl-, hydrochloride); 104178-92-9P (Benzylamine, alpha -isopropyl-N-methyl-, hydrochloride); 878794-82-2P (Ethylenediamine, N,N'-dimethyl-1,2-diphenyl-, dihydrochloride) Role: PREP (Preparation) (prepn. of)
Institutions:Chemistry and Pharmacy > Institute of Pharmacy > Retired Professors > Prof. Schönenberger
Identification Number:
ValueType
1957:81157Other
10.1002/ardp.19562890803DOI
Keywords:Schiff bases (Grignard reactions of) Substituents (dimerization of Schiff bases in presence of Grignard reagents in relation to) Polymerization (dimerization of Schiff bases, Grignard reagent effect on) Grignard reaction (with Schiff bases)
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 07:03
Last Modified:19 Nov 2010 07:03
Item ID:18196
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