5-Methyl-2-thiophenecarboxaldehyde → HCID 178424458, compound

HRID 368327Notes

Reaction equation

HRID 368327 reaction equation
Cl.[NH:2]1[CH:6]=[C:5]([CH2:7][CH2:8][O:9][C:10]2[CH:11]=[C:12]3[C:17](=[CH:18][CH:19]=2)[C:16](=[O:20])[CH2:15][CH2:14][CH2:13]3)[N:4]=[CH:3]1.[CH3:21][C:22]1[S:26][C:25]([CH:27]=O)=[CH:24][CH:23]=1>[OH-].[K+].CCO>[NH:2]1[CH:6]=[C:5]([CH2:7][CH2:8][O:9][C:10]2[CH:11]=[C:12]3[C:17](=[CH:18][CH:19]=2)[C:16](=[O:20])[C:15](=[CH:27][C:25]2[S:26][C:22]([CH3:21])=[CH:23][CH:24]=2)[CH2:14][CH2:13]3)[N:4]=[CH:3]1

Participants

5

Reactant 2

HCID 616635-Methyl-2-thiophenecarboxaldehydeHCID 178479625HCID 178479625, compound

Product 1

HCID 178424458HCID 178424458, compoundYield 53.1%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14797Potassium HydroxideSolvent

Procedure

According to the method of Example 34, 6-[2-(1H-imidazole-4-yl)-ethoxy]-3,4-dihydro-2H-naphthalen-1-one, monohydrochloride (0.313 g, 1.07 mmol) was reacted with 5-methyl-2-thiophene carboxaldehyde (0.142 g, 1.13 mmol) in 5 mL of 4% KOH in EtOH overnight to afford 0.207 g (44%) of the title compound as a bright orange solid, mp 69-70° C.: CI-MS m/e 364 (M+), 365 (M+ +1).

Sources & evidence

ORD record
ord-e07743831d6747b48904e6ed628280d2
Source dataset
uspto-grants-2000_10
Patent number
US06133303

Reaction notes

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