Diethyl Ether → HCID 22291389, compound

HRID 967833Notes

Reaction equation

HRID 967833 reaction equation
[C:1](=[S:5])([NH2:4])[CH2:2][CH3:3].[Br:6]C1C=CC=CC=1[C:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=[CH:15][CH:14]=1.[CH2:23](OCC)C>C(Cl)(Cl)Cl>[BrH:6].[C:1]([S:5][CH2:23][C:15]1[CH:14]=[CH:13][C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=1)(=[NH:4])[CH2:2][CH3:3]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 2760628PropanethioamideHCID 118329071-(2-Bromophenyl)naphthalene

Product 1

HCID 22291389HCID 22291389, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of propiothioamide (892 mg, 10 mmol) and 2-bromophenylnaphthalene (2.21 g, 10 mmol) in chloroform (80 mL) was heated at 80° C. for 2 h. After cooling, the mixture was poured into diethyl ether (100 mL) and cooled at 0° C. for 1 h. The resulting precipitate was corrected by filtration and dried under reduced pressure to give 2.85 g (92%) of the title compound as a colorless powder. MS (ESI) m/z 230 [M+H]+.

Workup

  1. temperatureAfter cooling
  2. temperaturecooled at 0° C. for 1 h
  3. filtrationThe resulting precipitate was corrected by filtration
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-1e18a603d7094f3abc7f3417a7898af9
Source dataset
uspto-grants-2005_10
Patent number
US06956050B2

Reaction notes

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