3-Pyridinecarboxaldehyde → 7-Methoxy-3-(3-pyridyl)methylene-4-chromanone

HRID 487905Notes

Reaction equation

HRID 487905 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7](=[O:13])[CH2:8][CH2:9][O:10]2)=[CH:5][CH:4]=1.[N:14]1[CH:19]=[CH:18][CH:17]=[C:16]([CH:20]=O)[CH:15]=1>>[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7](=[O:13])[C:8](=[CH:20][C:16]3[CH:15]=[N:14][CH:19]=[CH:18][CH:17]=3)[CH2:9][O:10]2)=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 103713-PyridinecarboxaldehydeHCID 43875107-methoxy-3,4-dihydro-2H-1-benzopyran-4-one

Product 1

HCID 538541547-Methoxy-3-(3-pyridyl)methylene-4-chromanone

Procedure

By the method of Example 22, 7-methoxy-4-chromanone (10 g, 56 mmol) and 3-pyridinecarbaldehyde (7.8 g, 73 mmol) were converted to present title product, isolated directly from the reaction mixture by cooling to 0° C., 11.9 g; mp 176°-178° C.; MS 267 (M+, base peak). Anal. C. 71.94, H 4.93, N 5.05, calcd. C 71.90, H 4.90, N 5.24.

Sources & evidence

ORD record
ord-2f40c92bd5004b48ae7f64c0d1a08d77
Source dataset
uspto-grants-1994_03
Patent number
US05298512

Reaction notes

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