Sodium hydride → HCID 22117333, compound

HRID 1275570Notes

Reaction equation

HRID 1275570 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 of (60% strength) NaH are added in portions to 50 ml of dry N-methylpyrrolidone (NMP), the mixture is stirred 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 stirred again 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 RT, then for 1 h at 70° C. and after this for a further 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 evolution of gas
  3. stirringthe reaction mixture is stirred for 1 h at RT
  4. waitfor 1 h at 70° C.
  5. customfor a further 1 h
  6. customat 100° C.

Sources & evidence

ORD record
ord-d380bd3c3eb2486e9b62ba603b34da4c
Source dataset
uspto-grants-2000_12
Patent number
US06162809

Reaction notes

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