Sulfuric Acid → HCID 54267887, compound

HRID 368315Notes

Reaction equation

HRID 368315 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.[N+:20]([C:23]1[S:27][C:26]([CH:28]=O)=[CH:25][CH:24]=1)([O-:22])=[O:21].OS(O)(=O)=O>CC(O)=O.O>[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])[C:14](=[CH:28][C:26]2[S:27][C:23]([N+:20]([O-:22])=[O:21])=[CH:24][CH:25]=2)[CH2:13][CH2:12]3)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

6

Reactant 3

HCID 1118Sulfuric AcidHCID 782815-Nitrothiophene-2-carboxaldehydeHCID 154869126-(2-Imidazole-1-yl-ethoxy)-3,4-dihydro-2H-naphthalen-1-one

Product 1

HCID 54267887HCID 54267887, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

6-(2-Imidazole-1-yl-ethoxy)-3,4-dihydro-2H-naphthalen-1-one (0.200 g, 0.78 mmol) was reacted with 5-nitrothiophene-2-carboxaldehyde (0.123 g, 0.78 mmol) in a mixture of HOAc (1 mL) and concentrated H2SO4 (0.100 mL) at room temperature overnight. The reaction was diluted with water, and the resulting precipitate was collected, washed well with water, and dried in vacuo at 60° C. to afford 0.296 g (80%) of the title compound as a brown powder, mp >240° C.: APCI-MS m/e 396.1 (M+ +1).

Workup

  1. customthe resulting precipitate was collected
  2. washwashed well with water
  3. customdried in vacuo at 60° C.

Sources & evidence

ORD record
ord-45534b862e774d60a9d2c18a7c35fdfa
Source dataset
uspto-grants-2000_10
Patent number
US06133303

Reaction notes

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