2-Iodobenzoic acid → 4-Amino-3-(o-carboxyphenylthio)benzoic Acid

HRID 444155

Reaction equation

HRID 444155 reaction equation
[SH:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[NH2:11])[C:5]([OH:7])=[O:6].I[C:13]1[CH:21]=[CH:20][CH:19]=[CH:18][C:14]=1[C:15]([OH:17])=[O:16]>[Cu]>[NH2:11][C:10]1[CH:9]=[CH:8][C:4]([C:5]([OH:7])=[O:6])=[CH:3][C:2]=1[S:1][C:13]1[CH:21]=[CH:20][CH:19]=[CH:18][C:14]=1[C:15]([OH:17])=[O:16]

Participants

4

Reactant 2

HCID 69412-Iodobenzoic acidHCID 5980584-Amino-3-mercaptobenzoic acid

Product 1

HCID 234644884-Amino-3-(o-carboxyphenylthio)benzoic Acid

Reagents, catalysts & solvents 1

HCID 23978CopperCatalyst

Procedure

Reflux a mixture of 200 ml of the 50% potassium hydroxide solution of Step A, 24.15 gm (97 mmoles) of o-iodobenzoic acid and 7.5 gm of copper metal powder for 11/2 hours. Cool the mixture and filter. Dilute the filtrate to twice its volume with water and acidify. Separate the solids by filtration, wash well with water and air dry.

Workup

  1. temperatureReflux
  2. temperatureCool the mixture
  3. filtrationfilter
  4. additionDilute the filtrate to twice its volume with water
  5. customSeparate the solids
  6. filtrationby filtration
  7. washwash well with water and air
  8. customdry

Sources & evidence

ORD record
ord-729869e585f3488ea62039d0517b3713
Source dataset
uspto-grants-1981_04
Patent number
US04263207

Linked notes

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