Methanol → 2-(2-(Methylsulfonyl)ethyl)-5-nitroisoquinolin-1(2H)-one

HRID 1037783Notes

Reaction equation

HRID 1037783 reaction equation
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7]O[C:9]2=[O:14])([O-:3])=[O:2].Cl.[CH3:16][S:17]([CH2:20][CH2:21][NH2:22])(=[O:19])=[O:18].CO>>[CH3:16][S:17]([CH2:20][CH2:21][N:22]1[CH:7]=[CH:6][C:5]2[C:10](=[CH:11][CH:12]=[CH:13][C:4]=2[N+:1]([O-:3])=[O:2])[C:9]1=[O:14])(=[O:19])=[O:18]

Participants

4

Reactant 3

HCID 887MethanolHCID 100127605-nitro-1H-isochromen-1-oneHCID 17749886Ethanamine, 2-(methylsulfonyl)-, hydrochloride (1:1)

Product 1

HCID 595798122-(2-(Methylsulfonyl)ethyl)-5-nitroisoquinolin-1(2H)-one

Procedure

Into a round bottom flask was combined 5-nitro-isochromen-1-one (1.5 g, 0.0071 mol), 2-(methylsulfonyl)ethanamine hydrochloride (2.2 g, 0.014 mol) and methanol (45 mL, 1.1 mol). The mixture was heated at reflux for 1.5 hours. The mixture was cooled to room temperature and was concentrated to yield a yellow solid. The solid was taken onto the next step without further purification.

Workup

  1. customInto a round bottom flask was combined
  2. temperatureThe mixture was heated
  3. temperatureat reflux for 1.5 hours
  4. concentrationwas concentrated
  5. customto yield a yellow solid
  6. customThe solid was taken onto the next step without further purification

Sources & evidence

ORD record
ord-5d49ebb2882741728ceefef8f1909073
Source dataset
uspto-grants-2013_10
Patent number
US08546579B2

Reaction notes

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