Thionyl Chloride → HCID 21423225, compound

HRID 259147Notes

Reaction equation

HRID 259147 reaction equation
[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH:13]=[N:12][N:11]=[N:10]2)=[CH:5][CH:4]=1.S(Cl)([Cl:17])(=O)=O.CS(C1C=CC(N2C=NN=N2)=CC=1)=O.S(Cl)(Cl)=O>C(Cl)Cl>[Cl:17][CH2:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[CH:13]=[N:12][N:11]=[N:10]2)=[CH:5][CH:4]=1

Participants

6

Reactant 4

HCID 24386Thionyl ChlorideHCID 24648Sulfuryl chlorideHCID 21423234HCID 21423234, compoundHCID 21423245HCID 21423245, compound

Product 1

HCID 21423225HCID 21423225, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent3×

Procedure

A solution of 4.8 g. of 1-[p-(methylthio)phenyl]-1H-tetrazole in 80 ml. of methylene chloride was treated with 2.2 ml. of sulfuryl chloride in 10 ml. of methylene chloride. The solution was stirred at room temperature for 1 hour, evaporated to dryness on a steam bath, washed with hexane and recrystallized from methylene chloride to give white crystals, m.p. 115°-117° C. This product was also obtained by a similar reaction of 0.5 g. of 1-[p-(methylsulfinyl)phenyl]-1H-tetrazole and 0.18 ml. of thionyl chloride in methylene chloride.

Workup

  1. customevaporated to dryness on a steam bath
  2. washwashed with hexane
  3. customrecrystallized from methylene chloride
  4. customto give white crystals, m.p. 115°-117° C
  5. customThis product was also obtained by a similar reaction of 0.5 g

Sources & evidence

ORD record
ord-ee55f82141b44a63a99fa62f6852f0e8
Source dataset
uspto-grants-1977_07
Patent number
US04036849

Reaction notes

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