Sodium hydride → HCID 22117333, compound

HRID 581742Notes

Reaction equation

HRID 581742 reaction equation
[H-].[Na+].[OH:3][CH2:4][CH2:5][CH2:6][SH:7].Cl[C:9]1[CH:14]=[CH:13][N+:12]([O-:15])=[C:11]([CH3:16])[C:10]=1[CH3:17]>CN1CCCC1=O>[CH3:16][C:11]1[C:10]([CH3:17])=[C:9]([S:7][CH2:6][CH2:5][CH2:4][OH:3])[CH:14]=[CH:13][N+:12]=1[O-:15]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 882113-MercaptopropanolHCID 98774464-Chloro-2,3-dimethyl-1-oxidopyridin-1-ium

Product 1

HCID 22117333HCID 22117333, compound

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent2×

Procedure

6 g (60% strength) NaH are added in portions to 50 ml of dry N-methylpyrrolidone (NMP), the mixture is stirred for 15 min., 9.5 g (0.11 mol) of 3-hydroxypropyl mercaptan are metered in in the course of 20 min. and the mixture is again stirred for 30 min. until evolution of gas has ended. A solution of 14.4 g (0.1 mol) of 4-chloro-2,3-dimethylpyridine-N-oxide in 100 ml of NMP is then added dropwise in the course of 20 min., and the reaction mixture is stirred for 1 h at room temperature, then for 1 h at 70° C. and after that for a further 1 h at 100° C.

Workup

  1. customare metered in in the course of 20 min.
  2. stirringthe mixture is again stirred for 30 min. until evolution of gas
  3. stirringthe reaction mixture is stirred for 1 h at room temperature
  4. waitfor 1 h at 70° C.
  5. customfor a further 1 h
  6. customat 100° C.

Sources & evidence

ORD record
ord-f2b2a87956aa4fb0bd5927d32f9cc303
Source dataset
uspto-grants-1999_07
Patent number
US05922720

Reaction notes

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