Picolinic acid → HCID 9921961, compound

HRID 1007216Notes

Reaction equation

[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]([OH:9])=O.[CH2:10]([O:12][C:13]1[CH:19]=[CH:18][C:16]([NH2:17])=[C:15]([N+:20]([O-:22])=[O:21])[CH:14]=1)[CH3:11]>>[CH2:10]([O:12][C:13]1[CH:19]=[CH:18][C:16]([NH:17][C:7]([C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=2)=[O:9])=[C:15]([N+:20]([O-:22])=[O:21])[CH:14]=1)[CH3:11]

Participants

Reactant 2

HCID 1018Picolinic acid

HCID 692294-Ethoxy-2-nitroaniline

Product 1

HCID 9921961HCID 9921961, compound

Procedure

The title compound was prepared from picolinic acid and 4-ethoxy-2-nitroaniline as a yellow solid as described in Example 15. 1H NMR (CDCl3): 12.54 (s, 1H), 8.92 (d, J=9.3, 1H), 8.73 (d, J=3.9, 1H), 8.28 (d, J=6.9, 1H), 7.95-7.90 (m, 1H), 7.74 (d, J=3.0, 1H), 7.54-7.50 (m, 1H), 7.31-7.27 (m, 1H), 4.11 (q, J=6.9, 2H), 1.46 (t, J=6.9, 3H).

Sources & evidence

ORD record: ord-09e31d546ccc478fa502fbf267006987
Source dataset: uspto-grants-2004_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06794397B2

Reaction notes

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