Propyl mercaptan → HCID 67280468, compound

HRID 1694700Notes

Reaction equation

HRID 1694700 reaction equation
[CH2:1]([SH:4])[CH2:2][CH3:3].[H-].[Na+].[CH2:7]([O:14][C:15]1[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=1[C:22]1[CH:23]=[N:24][C:25](Cl)=[N:26][CH:27]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>CN(C=O)C>[CH2:7]([O:14][C:15]1[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=1[C:22]1[CH:27]=[N:26][C:25]([S:4][CH2:1][CH2:2][CH3:3])=[N:24][CH:23]=1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

5

Reactant 3

HCID 7848Propyl mercaptanHCID 24758Sodium hydrideHCID 86006111HCID 86006111, compound

Product 1

HCID 67280468HCID 67280468, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

Propanethiol (3.1 ml) was added to a stirred suspension of sodium hydride (1.4 g, 60% in oil) in DMF (30 ml). After 1 hour a solution of the product from step (i) (2.4 g) in DMF (10 ml) was added. The reaction mixture was stirred at RT for 1 hour then partitioned between EtOAc and water. The organics were washed with water, brine, dried and evaporated under reduced pressure. The residue was purified by chromatography on silica eluting with 5% EtOAc/isohexane. Yield 1.87 g

Workup

  1. customthen partitioned between EtOAc and water
  2. washThe organics were washed with water, brine
  3. customdried
  4. customevaporated under reduced pressure
  5. customThe residue was purified by chromatography on silica eluting with 5% EtOAc/isohexane

Sources & evidence

ORD record
ord-af49e1a64a6b43708a17263f9b7b381e
Source dataset
uspto-grants-2012_04
Patent number
US08158820B2

Reaction notes

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