2-Methyl-1,3-thiazole-5-carbaldehyde → Methyl 6-[(2-methyl-1,3-thiazol-5-yl)methylene]-5-oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylate

HRID 505710Notes

Reaction equation

HRID 505710 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:14]=[CH:13][C:12]2[C:11](=[O:15])[CH2:10][CH2:9][CH2:8][C:7]=2[CH:6]=1)=[O:4].[CH3:16][C:17]1[S:18][C:19]([CH:22]=O)=[CH:20][N:21]=1>>[CH3:16][C:17]1[S:18][C:19]([CH:22]=[C:10]2[CH2:9][CH2:8][C:7]3[CH:6]=[C:5]([C:3]([O:2][CH3:1])=[O:4])[CH:14]=[CH:13][C:12]=3[C:11]2=[O:15])=[CH:20][N:21]=1

Participants

3

Reactant 2

HCID 139347282-Methyl-1,3-thiazole-5-carbaldehydeHCID 15309116Methyl 5-oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylate

Product 1

HCID 66722648Methyl 6-[(2-methyl-1,3-thiazol-5-yl)methylene]-5-oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylateYield 60%

Procedure

The title compound was prepared from 5-oxo-5,6,7,8-tetrahydronaphtalene-2-carboxylic acid methyl ester (396 mg, 1.9 mmol) and 2-methyl-1,3-thiazole-5-carbaldehyde (220 mg, 2.0 mmol) according to Method A3 in 60% yield. ES-MS m/z 314 (M+H)

Sources & evidence

ORD record
ord-bf6eb591ea2a403b8dc84e767570ed52
Source dataset
uspto-grants-2010_08
Patent number
US07781428B2

Reaction notes

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