Morpholine → HCID 10401503, compound

HRID 373308Notes

Reaction equation

HRID 373308 reaction equation
Cl[C:2]1[C:7]([C:8]#[N:9])=[CH:6][C:5]([C:10]2[CH:15]=[CH:14][N+:13]([O-:16])=[CH:12][CH:11]=2)=[CH:4][N:3]=1.[NH:17]1[CH2:22][CH2:21][O:20][CH2:19][CH2:18]1>>[C:8]([C:7]1[C:2]([N:17]2[CH2:22][CH2:21][O:20][CH2:19][CH2:18]2)=[N:3][CH:4]=[C:5]([C:10]2[CH:15]=[CH:14][N+:13]([O-:16])=[CH:12][CH:11]=2)[CH:6]=1)#[N:9]

Participants

3

Reactant 2

HCID 8083MorpholineHCID 10243008HCID 10243008, compound

Product 1

HCID 10401503HCID 10401503, compound

Procedure

A mixture of 10 g 2-chloro-3-cyano-5,4'-bipyridine-1'-oxide and 40 ml morpholine is heated for 10 minutes at 70° C.-80° C. Subsequently, the mixture is evaporated to dryness under vacuum at an 80° C. bath temperature and the residue is collected, washed carefully with water and dried at 110° C. The product is refluxed for 1 hour with 150 ml dichloromethane, filtered off with suction, dried once again at 110° C. and crystallized from n-butyl acetate. Yield: 9.27 g (75% of the theoretical yield), with a melting point of 234° C.-236° C.

Workup

  1. temperatureis heated for 10 minutes at 70° C.-80° C
  2. customSubsequently, the mixture is evaporated to dryness under vacuum at an 80° C. bath temperature
  3. customthe residue is collected
  4. washwashed carefully with water
  5. customdried at 110° C
  6. temperatureThe product is refluxed for 1 hour with 150 ml dichloromethane
  7. filtrationfiltered off with suction
  8. customdried once again at 110° C.
  9. customcrystallized from n-butyl acetate
  10. customYield: 9.27 g (75% of the theoretical yield), with a melting point of 234° C.-236° C.

Sources & evidence

ORD record
ord-2ad300c8b2d4436d9ccf315330159049
Source dataset
uspto-grants-1992_11
Patent number
US05162533

Reaction notes

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