4-Bromothiophene-2-carbaldehyde → HCID 54476551, compound

HRID 1386378Notes

Reaction equation

HRID 1386378 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.[Br:20][C:21]1[CH:22]=[C:23]([CH:26]=O)[S:24][CH:25]=1>[OH-].[K+].CCO>[Br:20][C:21]1[CH:22]=[C:23]([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])[S:24][CH:25]=1

Participants

5

Reactant 2

HCID 877924-Bromothiophene-2-carbaldehydeHCID 154869126-(2-Imidazole-1-yl-ethoxy)-3,4-dihydro-2H-naphthalen-1-one

Product 1

HCID 54476551HCID 54476551, compoundYield 43%

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 (0.252 g, 0.98 mmol) was reacted with 4-bromothiophene-2-carboxaldehyde (0.282 g, 1.5 mmol) in 5 mL of 4% KOH in EtOH to afford 0.181 g (43%) of the title compound as a light tan powder, mp 164-166° C.: CI-MS m/e 428, 430 (M+); 429, 431 (M++1);

Sources & evidence

ORD record
ord-f94110421acc49c6b8fd05e2e7ca9a34
Source dataset
uspto-grants-2001_07
Patent number
US06265422B1

Reaction notes

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