Triethylamine → HCID 131711587, compound

HRID 972076Notes

Reaction equation

HRID 972076 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[C:7]([Cl:9])[CH:8]=1)[NH2:5].C(N(CC)CC)C.[Cl-].[Cl:18][C:19]1[S:20][S+:21]=[C:22](Cl)[C:23]=1[Cl:24]>C(Cl)Cl>[Cl:24][C:23]1[C:22](=[N:5][C:4]2[CH:3]=[C:2]([Cl:1])[CH:8]=[C:7]([Cl:9])[CH:6]=2)[S:21][S:20][C:19]=1[Cl:18]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 122813,5-DichloroanilineHCID 11379498HCID 11379498, compound

Product 1

HCID 131711587HCID 131711587, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

18.5 g of 3,5-dichloro-aniline were dissolved in 300 ml of methylene chloride and 50 ml of triethylamine and 31.0 g of 3,4,5-trichloro-1,2-dithiolium chloride were introduced at 10°-15° C. The mixture was stirred for about 12 hours, until a test for aromatic amine, by diazotizing and coupling, proved negative. The resulting dark solution was then washed three times with 200 ml of water, dried over potassium carbonate and filtered over a column of aluminum oxide, to remove impurities that imparted a color. The filtrate was reduced to dryness in vacuo and the residue was recrystallized from petroleum ether.

Workup

  1. washThe resulting dark solution was then washed three times with 200 ml of water
  2. dry with materialdried over potassium carbonate
  3. filtrationfiltered over a column of aluminum oxide
  4. customto remove impurities that
  5. customthe residue was recrystallized from petroleum ether

Sources & evidence

ORD record
ord-10e2f7e9a31d4088895e9cc7530fa059
Source dataset
uspto-grants-1979_07
Patent number
US04163059

Reaction notes

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