Sodium hydride → HCID 22117333, compound

HRID 342635Notes

Reaction equation

HRID 342635 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%) 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-hydroxypropylmercaptan are metered in in the course of 20 min and the mixture is stirred again for 30 min until the 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 tempera- ture, then for 1 h at 70° C. and after this additionally for 1 h at 100° C.

Workup

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

Sources & evidence

ORD record
ord-9cb061d4a42243bab52bd90cc74b3f76
Source dataset
uspto-grants-1999_01
Patent number
US05859030

Reaction notes

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