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Reduction of alpha -amino nitriles with metallic sodium in toluene

Thies, Heinrich, Schönenberger, Helmut and Qasba, P. K. (1965) Reduction of alpha -amino nitriles with metallic sodium in toluene. Tetrahedron letters (3), pp. 163-166.

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RR1C(CN)- NR2R3 (R = Me or Ph, R1 = H or Me, R2 and R3 = Et or R2R,3 = piperidino), treated with Na in refluxing MePh gave, in addn. to the corresponding RR1CHNR2R3, ethylenediamine derivs., [RR1C(NR2R3)]2, which were formed by the replacement of 1 CN group by the CN-free residue of another mol. alpha -Piperidinoisobutyronitrile, m. 43-5 Deg (0.75 mole), in 250 cc. MePh added slowly to 0.75 ...


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Item type:Article
Additional Information (public):CAN 62:51519 37 Heterocyclic Compounds (One Hetero Atom) 30680-88-7 (Derived from data in the 7th Collective Formula Index (1962-1966); 5097-99-4; 62842-38-0 Role: PRP (Properties), RCT (Reactant), RACT (Reactant or reagent) (Reduction of alpha -amino nitriles with metallic sodium in toluene); 766-09-6P; 2273-41-8P Role: SPN (Synthetic preparation), PRP (Properties), PREP (Preparation) (Reduction of alpha -amino nitriles with metallic sodium in toluene); 69010-98-6 (Piperidine, tetramethyl-) (derivs.); 18860-15-6 (Toluene, ion (-1) (nitrile redn. in presence of); 766-79-0P (Piperidine, 1-isopropyl-); 772-54-3P (Benzylamine, N,N-diethyl-); 782-07-0P (Piperidine, 1,1'-(1,2-dimethylethylene)di-); 785-94-4P (Piperidine, 1,1'-(tetramethylethylene)di-); 800-13-5P (Ethylenediamine, N,N,N',N'-tetraethyl-1,2-diphenyl-) Role: PREP (Preparation) (prepn. of); 7440-23-5 (Sodium) (alpha -amino nitrile redn. by)
Institutions:Chemistry and Pharmacy > Institute of Pharmacy > Alumni or Retired Professors > Prof. Schönenberger
Identification Number:
Keywords:Reduction (of alpha -amino nitriles) Nitriles (redn. of)
Dewey Decimal Classification:500 Science > 540 Chemistry & allied sciences
Refereed:Yes, this version has been refereed
Created at the University of Regensburg:Unknown
Item ID:18208
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