Hydrochloric Acid → 2,3,5,6-Tetrachloropyridine

HRID 53299

Reaction equation

HRID 53299 reaction equation
Cl[C:2]([Cl:15])([CH2:10][CH:11]([Cl:14])[C:12]#[N:13])[C:3](OCCCC)=O.[ClH:16].P(Cl)(Cl)([Cl:19])=O>>[Cl:16][C:12]1[C:11]([Cl:14])=[CH:10][C:2]([Cl:15])=[C:3]([Cl:19])[N:13]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 24813Phosphorus oxychloride2×HCID 19962414Butyl 2,2,4-trichloro-4-cyanobutyrate

Product 1

HCID 169902,3,5,6-TetrachloropyridineYield 62%

Procedure

Butyl 2,2,4-trichloro-4-cyanobutyrate (12 g), phosphorus oxychloride (40 mL) and dry HCl gas (1.6 g) were heated at 140° C. for 10 hours. The resulting reaction mixture was worked up as described in Example 1 and 32 mL of POCl3 were recovered. The methylene chloride solution obtained after work-up was analyzed by GLC with an internal standard. The analysis indicated a 62% yield of 2,3,5,6-tetrachloropyridine.

Workup

  1. customThe resulting reaction mixture
  2. customwere recovered
  3. customThe methylene chloride solution obtained after work-up

Sources & evidence

ORD record
ord-f7b62921702e4dde8aa01bd1e2137d95
Source dataset
uspto-grants-1997_04
Patent number
US05618942

Linked notes

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