Potassium Hydroxide → HCID 13151846, compound

HRID 1074998Notes

Reaction equation

HRID 1074998 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([SH:8])[CH:5]=[CH:6][CH:7]=1.[OH-].[K+].Cl[C:12]1[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[CH:17][C:13]=1[C:14]([OH:16])=[O:15]>[Cu].O>[Br:1][C:2]1[CH:3]=[C:4]([S:8][C:12]2[CH:20]=[CH:19][C:18]([N+:21]([O-:23])=[O:22])=[CH:17][C:13]=2[C:14]([OH:16])=[O:15])[CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 3

HCID 14797Potassium HydroxideHCID 172872-Chloro-5-nitrobenzoic acidHCID 80597m-Bromobenzenethiol

Product 1

HCID 13151846HCID 13151846, compound

Reagents, catalysts & solvents 2

HCID 23978CopperCatalystHCID 962WaterSolvent

Procedure

A mixture of 205 g. 3-bromothiophenol, 188 g. potassium hydroxide in 2 l. water, 205 g. 2-chloro-5-nitrobenzoic acid and 6.5 g. copper powder is refluxed for two hours, filtered while hot, acidified with hydrochloric acid and the solid filtered, washed with water and dried to yield 301 g. of the desired white solid, m.p. 202°-206° C.

Workup

  1. additionA mixture of 205 g
  2. filtrationfiltered while hot,
  3. filtrationthe solid filtered
  4. washwashed with water
  5. customdried
  6. customto yield 301 g

Sources & evidence

ORD record
ord-f002e61488dc4ead93eb3fde1211e5d1
Source dataset
uspto-grants-1983_07
Patent number
US04394515

Reaction notes

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