Sodium methanethiolate → HCID 89525292, compound

HRID 1465755Notes

Reaction equation

HRID 1465755 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7](Cl)[CH:6]=[CH:5]2.[CH3:13][S-:14].[Na+]>CN(C=O)C.[Cl-].[Na+].O>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([S:14][CH3:13])[CH:6]=[CH:5]2

Participants

5

Reactant 2

HCID 4378561Sodium methanethiolateHCID 128940866-Bromo-2-chloroquinoline

Product 1

HCID 89525292HCID 89525292, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 57417360Sodium chloride; waterSolvent

Procedure

A solution of 6-Bromo-2-chloroquinoline (0.68 g, 2.8 mmol) in DMF was treated with sodium thiomethoxide (0.22 g, 3.1 mmol). After 1 h at RT, the LC-MS indicated conversion. The solution was diluted with brine and extracted with EtOAc. The organic layer was removed, dried, filtered and concentrated. The crude product was used in the next step. LC-MS (IE, m/z): 256 [M+1]+.

Workup

  1. extractionextracted with EtOAc
  2. customThe organic layer was removed
  3. customdried
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-a5aa7ce596c84769b8f033093a388edb
Source dataset
uspto-grants-2015_04
Patent number
US08999991B2

Reaction notes

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