Dimethyl Sulfide → HCID 13028410, compound

HRID 1741262Notes

Reaction equation

HRID 1741262 reaction equation
[CH3:1][S:2][CH3:3].ClCl.[Cl:6][C:7]1[CH:13]=[C:12]([Cl:14])[CH:11]=[C:10]([Cl:15])[C:8]=1[NH2:9].N1C2C(=CC=CC=2)C=CC=1>ClCCl>[Cl:6][C:7]1[CH:13]=[C:12]([Cl:14])[CH:11]=[C:10]([Cl:15])[C:8]=1[N:9]=[S:2]([CH3:3])[CH3:1]

Participants

6

Reactant 4

HCID 1068Dimethyl SulfideHCID 7047QuinolineHCID 124712,4,6-Trichloroaniline2×HCID 24526Chlorine

Product 1

HCID 13028410HCID 13028410, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 1.1 mL (15 mmol) of dimethyl sulfide in 170 mL of dichloromethane was cooled to -10° C. and 0.90 g (13 mmol) of chlorine was added through a sparge tube with cooling and stirring. Subsequently, 23.3 g (120 mmol) of 2,4,6-trichloroaniline and then 22 g (170 mmol) of quinoline were added with cooling and stirring. The resulting product was a mixture of the title compound and unreacted 2,4,6-trichloroaniline.

Workup

  1. temperaturewith cooling
  2. temperaturewith cooling
  3. stirringstirring

Sources & evidence

ORD record
ord-4fa66f3a312f421e8ba2fc411c0033c4
Source dataset
uspto-grants-1999_10
Patent number
US05973148

Reaction notes

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