2-Aminopyridine → N'-(2-Pyridyl)-N-ethyl-N-phenylformamidine

Reaction equation

[CH2:1]([N:3]([CH:10]=O)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[CH3:2].[NH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=1>>[N:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[N:12]=[CH:10][N:3]([CH2:1][CH3:2])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Participants

Reactant 2

HCID 104392-Aminopyridine

HCID 79585Formamide, N-ethyl-N-phenyl-

Product 1

HCID 54151591N'-(2-Pyridyl)-N-ethyl-N-phenylformamidine

Procedure

Prepared following the procedure of Example 1 from N-ethylformanilide and 2-aminopyridine. Vacuum distillation of the crude product gave pure 4 as a pale yellow oil: bp 164° C. @ 0.5 mm Hg. 1H-NMR (CDCl3) 8.83 (S, 1H), 8.30 (m,1H), 7.5-6.9 (m, 8H), 4.09 (q, 2H, J=7 Hz) 1.26 (t, 3H, J=7 Hz); IR(neat) 2990, 1620, 1570, 1500, 1460, 1440, 1390, 1230, 1130; MS (m/e) 225 (M+), 78 (base).

Workup

customPrepared
distillationVacuum distillation of the crude product

Sources & evidence

ORD record: ord-21c43fd9d87e46ca92b874799634794d
Source dataset: uspto-grants-1993_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05243055

Reaction notes

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