2-Thiophenecarboxaldehyde, 5-chloro- → HCID 178479618, compound

HRID 368326Notes

Reaction equation

HRID 368326 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.[Cl:21][C:22]1[S:26][C:25]([CH:27]=O)=[CH:24][CH:23]=1>[OH-].[K+].CCO>[ClH:21].[Cl:21][C:22]1[S:26][C:25]([CH:27]=[C:15]2[CH2:14][CH2:13][C:12]3[C:17](=[CH:18][CH:19]=[C:10]([O:9][CH2:8][CH2:7][C:5]4[N:4]=[CH:3][NH:2][CH:6]=4)[CH:11]=3)[C:16]2=[O:20])=[CH:24][CH:23]=1

Participants

5

Reactant 2

HCID 817002-Thiophenecarboxaldehyde, 5-chloro-HCID 178479625HCID 178479625, compound

Product 1

HCID 178479618HCID 178479618, compoundYield 114.3%

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-chloro-2-thiophene carboxaldehyde (0.165 g, 1.13 mmol) in 5 mL of 4% KOH in EtOH overnight to afford 0.272 g (60%) of the title compound as a dull yellow powder, mp dec. >210° C.: CI-MS m/e 385, 387 (M+ -Cl).

Sources & evidence

ORD record
ord-3e5a5bf89c6246d4852d3a819842723c
Source dataset
uspto-grants-2000_10
Patent number
US06133303

Reaction notes

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