Pyridine → HCID 21279523, compound

HRID 2291214Notes

Reaction equation

HRID 2291214 reaction equation
[CH2:1]([S:8][C:9]1[N:10]=[C:11]2[S:16][CH2:15][CH:14](O)[N:12]2[N:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N1C=CC=CC=1.S(Cl)(Cl)=O>ClCCl>[CH2:1]([S:8][C:9]1[N:10]=[C:11]2[S:16][CH:15]=[CH:14][N:12]2[N:13]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 24386Thionyl ChlorideHCID 21279514HCID 21279514, compound

Product 1

HCID 21279523HCID 21279523, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

The product from stage (b) (7.9 g) was dissolved in dichloromethane (50 ml) and was treated with pyridine (2.7 g), then with thionyl chloride (4.2 g) in dichloromethane (5 ml) dropwise with stirring at 5°-10° C. After 3 hours stirring at room temperature, the solution was washed with water, dilute hydrochloric acid, aqueous sodium bicarbonate solution and water again, dried and run down to give the desired product as a brown oil which was recrystallise from ethanol to give pure product, mp 91°-93° C.

Workup

  1. washthe solution was washed with water, dilute hydrochloric acid, aqueous sodium bicarbonate solution and water again
  2. customdried

Sources & evidence

ORD record
ord-18079cd7768a412ab30425b47240fd48
Source dataset
uspto-grants-1989_01
Patent number
US04795483

Reaction notes

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