Hydrochloric Acid → HCID 57177388, compound

HRID 355131Notes

Reaction equation

HRID 355131 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([S:11](Cl)(=[O:13])=[O:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[NH:15]1[CH2:20][CH2:19][CH:18]=[CH:17][CH2:16]1.Cl>O>[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([S:11]([N:15]2[CH2:20][CH2:19][CH:18]=[CH:17][CH2:16]2)(=[O:13])=[O:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 127501,2,3,6-TetrahydropyridineHCID 67306Benzoic acid, 2-chloro-5-(chlorosulfonyl)-

Product 1

HCID 57177388HCID 57177388, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-Chloro-5-chlorosulfonylbenzoic acid (25.5 g.) is added in small portions over a 5 minute period with cooling to a solution of 1,2,5,6-tetrahydropyridine (25.0 g.) in 200 ml. of water. After stirring at room temperature for a half hour, the reaction mixture is acidified with concentrated hydrochloric acid. The crystalline precipitate is filtered off and dissolved in 75 ml. of methylene chloride and 10 ml. of ether. After concentration to 50 ml., hexane is added to turbidity, affording crystals, m.p. 180°-182° C.

Workup

  1. filtrationThe crystalline precipitate is filtered off
  2. dissolutiondissolved in 75 ml
  3. concentrationAfter concentration to 50 ml
  4. addition, hexane is added to turbidity
  5. customaffording crystals, m.p. 180°-182° C.

Sources & evidence

ORD record
ord-e1cc92d96e384ebd9f14ddf9ddf568af
Source dataset
uspto-grants-1983_03
Patent number
US04377521

Reaction notes

Loading…