2-Thiophenecarboxaldehyde → HCID 70373074, compound

HRID 329565Notes

Reaction equation

HRID 329565 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][N:9]2[C:13](=[O:14])[C:12]([CH3:16])([CH3:15])[CH2:11][O:10]2)=[C:4]([Cl:17])[CH:3]=1.[S:18]1[CH:22]=[CH:21][CH:20]=[C:19]1[CH:23]=O>C(O)C>[Cl:17][C:4]1[CH2:3][C:2](=[N:1][CH2:23][C:19]2[S:18][CH:22]=[CH:21][CH:20]=2)[CH:7]=[CH:6][C:5]=1[CH2:8][N:9]1[C:13](=[O:14])[C:12]([CH3:15])([CH3:16])[CH2:11][O:10]1

Participants

4

Reactant 2

HCID 73642-ThiophenecarboxaldehydeHCID 13557219HCID 13557219, compound

Product 1

HCID 70373074HCID 70373074, compoundYield 83.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

This compound was prepared in a manner analogous to that of Example 5, using 1.28 grams (0.005 mole) of 2-[(4-amino-2-chlorophenyl)methyl]-4,4-dimethyl-3-isoxazolidinone and 0.56 gram (0.005 mole) of thiophene-2-carboxaldehyde in 25 mL of ethanol. The reaction mixture was concentrated under reduced pressure to a residual oil. The oil was dissolved in anhydrous diethyl ether and was dried for two hours with magnesium sulfate. The mixture was filtered, and the filtrate was concentrated under reduced pressure to yield 1.46 grams of 2-[[2-chloro-4-[(thien-2-yl)methylimino]phenyl]-methyl]-4,4-dimethyl-3-isoxazolidinone as an oil.

Workup

  1. customThis compound was prepared in a manner analogous to that of Example 5
  2. concentrationThe reaction mixture was concentrated under reduced pressure to a residual oil
  3. dissolutionThe oil was dissolved in anhydrous diethyl ether
  4. dry with materialwas dried for two hours with magnesium sulfate
  5. filtrationThe mixture was filtered
  6. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-47ca0499e3a04f0ea951c86fe5fe2125
Source dataset
uspto-grants-1990_01
Patent number
US04892578

Reaction notes

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