5-Nitropyridine-2-carbaldehyde → HCID 10058503, compound

HRID 863568Notes

Reaction equation

[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([CH:10]=[O:11])=[N:8][CH:9]=1)([O-:3])=[O:2].C(Cl)Cl.[CH3:15][CH2:16][O:17]C(C)=O>>[O:11]1[CH2:15][CH2:16][O:17][CH:10]1[C:7]1[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:9][N:8]=1

Participants

Reactant 2

HCID 151455015-Nitropyridine-2-carbaldehyde

HCID 21226138Dichloromethane ethylacetate

Product 1

HCID 10058503HCID 10058503, compound

Procedure

2-(1,3-Dioxolanyl)-5-nitropyridine was prepared from 5-nitropyridine-2-carboxaldehyde by the procedure employed for the synthesis of Example III. Yield: 2.0 g (84%); mp 104°-105° C.; TLC Rf 0.73 (CH2Cl2 /EtOAc, 1:1, v/v); 1H NMR (90 MHz, CDCl3) δ 4.10 (s, 4H, CH2CH2), 5.92 (s, 1H, 2-CH), 7.72 (d, 1H, 3-H, J3,4 =8 Hz), 8.50 (dd, 1H, 4-H, J3,4 =8 Hz, J4,6 =2 Hz), 9.42 (d, 1H, 6-H, J4,6 =2 Hz). Anal. (C8 H8N2O4) C, H, N.

Workup

customemployed for the synthesis of Example III

Sources & evidence

ORD record: ord-1af17961b2974db5a778f64806f53d45
Source dataset: uspto-grants-1998_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05721259

Reaction notes

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