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Home > Encyclopedia > Methyl (3E)-2,3-dihydro-3-(methoxyphenylmethylene)-2-oxo-1H-indole-6-carboxylate

Methyl (3E)-2,3-dihydro-3-(methoxyphenylmethylene)-2-oxo-1H-indole-6-carboxylate

Methyl (3E)-2,3-dihydro-3-(methoxyphenylmethylene)-2-oxo-1H-indole-6-carboxylate structure

Methyl (3E)-2,3-dihydro-3-(methoxyphenylmethylene)-2-oxo-1H-indole-6-carboxylate 

structure
  • CAS No:

    1168150-46-6

  • Formula:

    C18H15NO4

  • Chemical Name:

    Methyl (3E)-2,3-dihydro-3-(methoxyphenylmethylene)-2-oxo-1H-indole-6-carboxylate

  • Synonyms:

    1H-Indole-6-carboxylic acid,2,3-dihydro-3-(methoxyphenylmethylene)-2-oxo-,methyl ester,(3E)-;Methyl (3E)-2,3-dihydro-3-(methoxyphenylmethylene)-2-oxo-1H-indole-6-carboxylate

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

Methyl (3E)-2,3-dihydro-3-(methoxyphenylmethylene)-2-oxo-1H-indole-6-carboxylate Basic Attributes

309.32

309.32

927-895-9

Characteristics

64.6

2.5

1.3±0.1 g/cm3

523.8±50.0°C at 760 mmHg

270.6±30.1 °C

1.614

Methyl (3E)-2,3-dihydro-3-(methoxyphenylmethylene)-2-oxo-1H-indole-6-carboxylate Use and Manufacturing

l-(2-c oro-acetyl)-3-[l-methoxy-l-phenyl-meth-(E)-ylidene]-2-oxo-2, 3-dihydro-lH- -6-carboxylic acid methyl ester (390.0 g / 1.0109 mol) was suspended in MeOH (1562 ml) and heated to reflux. A solution of KOH (23.35 g / 0.35 eq) in MeOH (196.8 ml) was added and the reaction was stirred for 40 minutes. After complete conversion the reaction was cooled down to 5°C and stirred for an additional 30 minutes. The precipitated product was filtered off, washed with cold MeOH and dried under vacuum to obtain 292.2 g (93.5 percent) of 3 - [ 1 -methoxy- 1 -phenyl-meth-(E)-ylidene] -2-oxo-2, 3 -dihydro- 1 H-indole-6-carboxylic acid methyl ester.

Computed Properties

Molecular Weight:309.3
XLogP3:2.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:4
Exact Mass:309.10010796
Monoisotopic Mass:309.10010796
Topological Polar Surface Area:64.6
Heavy Atom Count:23
Complexity:507
Defined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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