3-Methyl-2-thiophenecarboxaldehyde → HCID 178429640, compound

HRID 368329Notes

Reaction equation

HRID 368329 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[CH:26]=[CH:25][S:24][C:23]=1[CH:27]=O>[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:23]2[S:24][CH:25]=[CH:26][C:22]=2[CH3:21])[CH2:14][CH2:13]3)[N:4]=[CH:3]1

Participants

5

Reactant 2

HCID 799113-Methyl-2-thiophenecarboxaldehydeHCID 178479625HCID 178479625, compound

Product 1

HCID 178429640HCID 178429640, compoundYield 63.1%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14797Potassium HydroxideSolvent

Procedure

According to the method of Example 4, 6-[2-(1H-imidazole-4-yl)-ethoxy]-3,4-dihydro-2H-naphthalen-1-one, monohydrochloride (0.146 g, 0.50 mmol) was reacted with 3-methyl-thiophene-2-carboxaldehyde (0.095 g, 0.50 mmol) in 5 mL of 4% KOH in EtOH to afford 0.115 g (63%) of the title compound as a coarse cream powder, mp 191-193° C.: CI-MS m/e 365 (M+).

Sources & evidence

ORD record
ord-00c7fba4ddf34990ab12b912df218fa7
Source dataset
uspto-grants-2000_10
Patent number
US06133303

Reaction notes

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