Hydrochloric Acid → HCID 13924322, compound

HRID 2308613Notes

Reaction equation

HRID 2308613 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH2:11])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[Cl:12][C:13]1[CH:14]=[C:15]([CH:19]=[C:20]([O:22][CH3:23])[N:21]=1)[C:16](Cl)=[O:17].Cl.CCCCCC.C(OC(=O)C)C>N1C=CC=CC=1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([NH:11][C:16](=[O:17])[C:15]2[CH:19]=[C:20]([O:22][CH3:23])[N:21]=[C:13]([Cl:12])[CH:14]=2)(=[O:9])=[O:10])=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 1202314-FluorobenzenesulfonamideHCID 27821252-chloro-6-methoxypyridine-4-carbonyl chlorideHCID 21226206Ethyl acetate hexane

Product 1

HCID 13924322HCID 13924322, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

1.75 g (0.01 mol) of 4-fluorobenzenesulfonamide were dissolved in 30 ml of pyridine, and added dropwise by 2.06 g (0.01 mol) of 2-chloro-6-methoxyisonicotinoyl chloride at 0° C. to 5° C., followed by agitation for 2 hrs. at room temperature. After acidified by adding aqueous hydrochloric acid, the precipitate was extracted by ethyl acetate. The organic layer obtained was dried and them concentrated to precipitate crude crystals, which were recrystallized by n-hexane/ethylacetate to 2.1 g (yield: 61.0%) of N-(4-fluorophenylsulfonyl)-2-chloro-6-methoxy isonicotinamide as white crystal.

Workup

  1. customat room temperature
  2. extractionthe precipitate was extracted by ethyl acetate
  3. customThe organic layer obtained
  4. customwas dried
  5. concentrationthem concentrated
  6. customto precipitate crude crystals, which

Sources & evidence

ORD record
ord-6be548f541cd42159275001e918b291d
Source dataset
uspto-grants-1987_09
Patent number
US04690934

Reaction notes

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