Sodium Carbonate → HCID 21487768, compound

HRID 1414521Notes

Reaction equation

HRID 1414521 reaction equation
[CH:1]1([NH:7][OH:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:9](=[O:12])([O-])[O-].[Na+].[Na+].[Cl:15][C:16]1[N:23]=[CH:22][CH:21]=[CH:20][C:17]=1CCl>O1CCOCC1.O>[OH:8][N:7]([CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)[C:9](=[O:12])[C:17]1[CH:20]=[CH:21][CH:22]=[N:23][C:16]=1[Cl:15]

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 72935CyclohexylhydroxylamineHCID 115283992-Chloro-3-chloromethyl-pyridine

Product 1

HCID 21487768HCID 21487768, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent2×

Procedure

12.6 parts of N-cyclohexylhydroxylamine and 14 parts of sodium carbonate in 125 parts of dioxane and 30 parts of water are placed in a reactor. At 0° to 5° C and over a period of 15 minutes, 17.6 parts of 2-chloronicotinyl chloride in 30 parts of dioxane is dripped into the reaction solution, which is then allowed to after-react for 1 hour. The solution is concentrated and the residue taken up in chloroform, followed by extraction with water, drying and concentration. Crystallization from a mixture of benzene and ligroin yields 15 parts of 2-chloronicotinic acid-N-hydroxy-N-cyclohexylamide, m.p.: 151° to 153° C.

Workup

  1. customto after-react for 1 hour
  2. concentrationThe solution is concentrated
  3. extractionfollowed by extraction with water
  4. customdrying
  5. concentrationconcentration
  6. customCrystallization
  7. additionfrom a mixture of benzene and ligroin

Sources & evidence

ORD record
ord-41abd1eb8b7445e99c7d58bb97ee7923
Source dataset
uspto-grants-1977_01
Patent number
US04001416

Reaction notes

Loading…