2-Thiophenecarboxaldehyde, 5-chloro- → HCID 53858021, compound

HRID 1859782Notes

Reaction equation

HRID 1859782 reaction equation
[N:1]1([CH2:6][CH2:7][O:8][C:9]2[CH:10]=[C:11]3[C:16](=[CH:17][CH:18]=2)[C:15](=[O:19])[CH2:14][CH2:13][CH2:12]3)[CH:5]=[CH:4][N:3]=[CH:2]1.[Cl:20][C:21]1[S:25][C:24]([CH:26]=O)=[CH:23][CH:22]=1>[OH-].[K+].CCO>[Cl:20][C:21]1[S:25][C:24]([CH:26]=[C:14]2[CH2:13][CH2:12][C:11]3[C:16](=[CH:17][CH:18]=[C:9]([O:8][CH2:7][CH2:6][N:1]4[CH:5]=[CH:4][N:3]=[CH:2]4)[CH:10]=3)[C:15]2=[O:19])=[CH:23][CH:22]=1

Participants

5

Reactant 2

HCID 817002-Thiophenecarboxaldehyde, 5-chloro-HCID 154869126-(2-Imidazole-1-yl-ethoxy)-3,4-dihydro-2H-naphthalen-1-one

Product 1

HCID 53858021HCID 53858021, compoundYield 77.7%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14797Potassium HydroxideSolvent

Procedure

According to the method of Example 4, 6-(2-imidazole-1-yl-ethoxy)-3,4-dihydro-2H-naphthalen-1-one (0.25 g, 0.98 mmol) was reacted with 5-chlorothiophene-2-carboxaldehyde (0.215 g, 1.47 mmol) in 5 mL of 4% KOH in EtOH to afford 0.293 g (77%) of the title compound as a coarse cream solid, mp 143-144° C.: APCI-MS m/e 385.5 M++1);

Sources & evidence

ORD record
ord-aed143f63fd04e478cff52f37ed682ee
Source dataset
uspto-grants-2003_03
Patent number
US06528535B2

Reaction notes

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