1,3-Thiazole-2-carbaldehyde → 6-Methoxy-3-(2-thiazolyl)methylene-4-chromanone

HRID 610365Notes

Reaction equation

HRID 610365 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[O:9][CH2:8][CH2:7][C:6]2=[O:13].[S:14]1[CH:18]=[CH:17][N:16]=[C:15]1[CH:19]=O>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[O:9][CH2:8][C:7](=[CH:19][C:15]1[S:14][CH:18]=[CH:17][N:16]=1)[C:6]2=[O:13]

Participants

3

Reactant 2

HCID 27349031,3-Thiazole-2-carbaldehydeHCID 46121686-methoxy-3,4-dihydro-2H-1-benzopyran-4-one

Product 1

HCID 541813186-Methoxy-3-(2-thiazolyl)methylene-4-chromanone

Procedure

By the method of Example 1, 6-methoxy-4-chromanone (3.97 g, 0.0223 mol) and 2-thiazolecarbaldehyde (3.00 g, 0.0265 mol) were converted to present title product which was recrystallized from methanol, 1.20 g (20%), m.p. 130-132° C., tlc (1:19 CH3OH:CH2Cl2) Rf 0.67.

Sources & evidence

ORD record
ord-1fc3dd599db94d8c86e79028eeb1b6ab
Source dataset
uspto-grants-1999_12
Patent number
US05998451

Reaction notes

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