Chlorine → HCID 23453963, compound

HRID 1706140Notes

Reaction equation

HRID 1706140 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=3[S:10][N:9]=2)=[CH:4][CH:3]=1.[Cl:17]Cl>>[Cl:17][CH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=3[S:10][N:9]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24526ChlorineHCID 12614608HCID 12614608, compound

Product 1

HCID 23453963HCID 23453963, compoundYield 80.2%

Procedure

225 g of 3-(4'-methylphenyl)-1,2-benzisothiazole are heated to 170° C. in a stirred apparatus and 100 g of chlorine are passed in over 2 hours whilst irradiating the mixture with a UV lamp. The end point of the reaction is determined by gas chromatography (disappearance of the starting material). The reaction mixture is then cooled and the product is filtered off and recrystallized from methanol. 208 g of 3-(4-chloromethylphenyl)-1,2-benzisothiazole, melting at 86°-89° C., are obtained; this yield corresponds to 80% of theory.

Workup

  1. customare passed in over 2 hours
  2. customwhilst irradiating the mixture with a UV lamp
  3. temperatureThe reaction mixture is then cooled
  4. filtrationthe product is filtered off
  5. customrecrystallized from methanol

Sources & evidence

ORD record
ord-0b23c35a04e44a6d915b0b1086b4f249
Source dataset
uspto-grants-1980_06
Patent number
US04206217

Reaction notes

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