4-(Methylthio)benzaldehyde → HCID 53701561, compound

HRID 1386368Notes

Reaction equation

HRID 1386368 reaction equation
[CH3:1][S:2][C:3]1[CH:10]=[CH:9][C:6]([CH:7]=O)=[CH:5][CH:4]=1.[N:11]1([CH2:16][CH2:17][O:18][C:19]2[CH:20]=[C:21]3[C:26](=[CH:27][CH:28]=2)[C:25](=[O:29])[CH2:24][CH2:23][CH2:22]3)[CH:15]=[CH:14][N:13]=[CH:12]1>[OH-].[K+].CCO>[N:11]1([CH2:16][CH2:17][O:18][C:19]2[CH:20]=[C:21]3[C:26](=[CH:27][CH:28]=2)[C:25](=[O:29])[C:24](=[CH:7][C:6]2[CH:9]=[CH:10][C:3]([S:2][CH3:1])=[CH:4][CH:5]=2)[CH2:23][CH2:22]3)[CH:15]=[CH:14][N:13]=[CH:12]1

Participants

5

Reactant 2

HCID 769854-(Methylthio)benzaldehydeHCID 154869126-(2-Imidazole-1-yl-ethoxy)-3,4-dihydro-2H-naphthalen-1-one

Product 1

HCID 53701561HCID 53701561, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14797Potassium HydroxideSolvent

Procedure

4-(Methylthio)benzaldehyde (0.114 g, 0.75 mmol) was added to a stirring solution of (1) (0.25 g, 0.98 mmol) in 2 mL 4% KOH in EtOH (wt/vol). The reaction stirred at room temperature for 2 hours and the resulting precipitate was collected and washed well with water and then cold iPrOH. The solid was dried in vacuo at 40° C. for 3 hours affording the title compound, 0.277 g (95%) as an off-white solid, mp 161-161.5° C.; CI-MS m/e 390 (M+), 391 (M++1);

Workup

  1. customthe resulting precipitate was collected
  2. washwashed well with water
  3. customThe solid was dried in vacuo at 40° C. for 3 hours

Sources & evidence

ORD record
ord-32bd7ab9f1c346de92887c32e47c8642
Source dataset
uspto-grants-2001_07
Patent number
US06265422B1

Reaction notes

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