4-Bromothiophenol → HCID 20566315, compound

HRID 848116Notes

Reaction equation

HRID 848116 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([SH:8])=[CH:4][CH:3]=1.[Na].Cl[CH2:11][C:12]1[N:16]=[C:15]([CH2:17]Cl)[O:14][N:13]=1>C(O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:11][C:12]2[N:16]=[C:15]([CH2:17][S:8][C:5]3[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][CH:4]=3)[O:14][N:13]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 660494-BromothiophenolHCID 5360545SodiumHCID 64512061,2,4-Oxadiazole, 3,5-bis(chloromethyl)-

Product 1

HCID 20566315HCID 20566315, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-Bromobenzenethiol (3.78 g, 0.02 mol) was added to a solution of sodium (0.46 g, 0.02 mol) in ethanol (50 ml.) and 3,5-di-(chloromethyl)-1,2,4-oxadiazole (1.67 g, 0.01 mol) was added dropwise. The solution was then filtered and evaporated to give a solid which was recrystallised from isopropanol to give 3,5-di-(4-bromophenylthiomethyl)-1,2,4-oxadiazole, m.p. 80°.

Workup

  1. additionwas added dropwise
  2. filtrationThe solution was then filtered
  3. customevaporated
  4. customto give a solid which
  5. customwas recrystallised from isopropanol

Sources & evidence

ORD record
ord-556bc0e14ebc447da967ec4af9df9acf
Source dataset
uspto-grants-1981_10
Patent number
US04294842

Reaction notes

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