Aniline → 1,2-Ethanediamine, N1-phenyl-

HRID 1702490Notes

Reaction equation

HRID 1702490 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:8]1[NH:10][CH2:9]1>>[C:2]1([NH:1][CH2:8][CH2:9][NH2:10])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 6115AnilineHCID 9033Aziridine

Product 1

HCID 742701,2-Ethanediamine, N1-phenyl-Yield 13%

Procedure

It is known to produce certain unsymetrically substituted 1,2-ethanediamines. Current processes, however, have proven unacceptable. For example, G. I. Braz et al. disclosed that the aminoethylation of aniline with ethyleneimine afforded only a 13 percent yield of N-phenyl-1,2-ethanediamine. The remaining product comprised polyamino ethyl compounds of high molecular weight. Dokl. Akad. Nauk., 59, 489 (1948), Chem. Abstr., 42, 6747 (1948).

Sources & evidence

ORD record
ord-e634b142c5f5483dbfd76b394b492727
Source dataset
uspto-grants-1983_04
Patent number
US04381401

Reaction notes

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