Pyridine → HCID 12899264, compound

HRID 1157005Notes

Reaction equation

HRID 1157005 reaction equation
[NH2:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[SH:9].N1C=CC=CC=1.[Cl:16][CH2:17][C:18](Cl)=[O:19]>C1C=CC=CC=1>[Cl:8][C:7]1[C:2]([NH:1][C:18](=[O:19])[CH2:17][Cl:16])=[C:3]([SH:9])[CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 6577Chloroacetyl chlorideHCID 126786672-Amino-3-chlorobenzene-1-thiol

Product 1

HCID 12899264HCID 12899264, compoundYield 84.5%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Conditions

Temperature
25 °C

Procedure

2-Amino-3-chlorothiophenol (1.6 g) and pyridine (0.8 g) were dissolved in benzene (20 ml), and chloroacetyl chloride (1.2 g) was gradually added dropwise thereto at room temperature (25° C.) with stirring. After the addition was finished, the reaction mixture was stirred at room temperature for 30 minutes, and the solvent was removed under reduced pressure. The residue obtained was washed with water, dried and recrystallized from chloroform to obtain 2.0 g of 3-chloro-2-chloroacetylaminothiophenol (m.p. 186°-187° C.).

Workup

  1. additionAfter the addition
  2. stirringthe reaction mixture was stirred at room temperature for 30 minutes
  3. customthe solvent was removed under reduced pressure
  4. customThe residue obtained
  5. washwas washed with water
  6. customdried
  7. customrecrystallized from chloroform

Sources & evidence

ORD record
ord-c0ed18e0f24144fda15ee474d0dc56b3
Source dataset
uspto-grants-1982_06
Patent number
US04337357

Reaction notes

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