Thiomorpholine → HCID 20136241, compound

HRID 1804703Notes

Reaction equation

HRID 1804703 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4]([O:11][CH3:12])[CH:3]=1.[NH:13]1[CH2:18][CH2:17][S:16][CH2:15][CH2:14]1.CCN(C(C)C)C(C)C>C(#N)C>[CH3:12][O:11][C:4]1[CH:3]=[C:2]([N:13]2[CH2:18][CH2:17][S:16][CH2:15][CH2:14]2)[CH:7]=[CH:6][C:5]=1[N+:8]([O-:10])=[O:9]

Participants

5

Reactant 3

HCID 67164ThiomorpholineHCID 81531DiisopropylethylamineHCID 27792505-Fluoro-2-nitroanisole

Product 1

HCID 20136241HCID 20136241, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
85 °C

Procedure

In a 50 mL round-bottomed flask was charged 4-fluoro-2-methoxy-1-nitrobenzene (1.05 g, 6.14 mmol), thiomorpholine (1.164 ml, 12.27 mmol), and Hunig's Base (1.072 ml, 6.14 mmol) in acetonitrile (20.45 ml). The reaction was heated at 85° C. for three days. The mixture was concentrated and the residue was placed on a silica gel column. The product was eluted from the column with dichloromethane to give the title compound. MS (DCI(+)) m/e 255.1 (M+H)+.

Workup

  1. concentrationThe mixture was concentrated
  2. washThe product was eluted from the column with dichloromethane

Sources & evidence

ORD record
ord-61a0e603544b44aa9145487b90cf7d61
Source dataset
uspto-grants-2013_01
Patent number
US08354422B2

Reaction notes

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