Diethyl Ether → HCID 178515047, compound

HRID 1906367Notes

Reaction equation

HRID 1906367 reaction equation
[C:1]([O:10]C)(=O)[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[NH2:4].[C:12]1([N:18]=[C:19]=[S:20])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.CCOCC>C(Cl)Cl>[SH:20][C:19]1[N:18]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:1](=[O:10])[C:2]2[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:4]=1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 7673Phenyl IsothiocyanateHCID 8635Methyl Anthranilate

Product 1

HCID 178515047HCID 178515047, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

In a 500-ml, three-neck round bottom flask, equipped with magnetic stirrer, 25 g (0.17 moles) methyl anthranilate in 100 ml methylene chloride was placed. Into that mixture 23.0 g (0.17 moles) phenyl isothiocyanate in 50 ml methylene chloride was dropped in. The reaction mixture was stirred overnight (at ambient temperature). The reaction mixture was refluxed at 40° C. for one hour. Ether (about 50 ml) was added; a precipitate formed which was removed by suction filtration to give the above-identified product.

Workup

  1. customIn a 500-ml, three-neck round bottom flask, equipped with magnetic stirrer
  2. temperatureThe reaction mixture was refluxed at 40° C. for one hour
  3. customa precipitate formed which
  4. customwas removed by suction filtration
  5. customto give the above-identified product

Sources & evidence

ORD record
ord-e8132381f6524a7eafddbf23b756e109
Source dataset
uspto-grants-1987_03
Patent number
US04652558

Reaction notes

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