Chlorine → HCID 23453963, compound

HRID 1277415Notes

Reaction equation

HRID 1277415 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, compound

Procedure

225 parts of 3-(4-methylphenyl)-1,2-benzisothiazole are heated to 170° C. in a stirred apparatus and 100 parts of chlorine are passedin 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 parts of 3-(4-chloromethylphenyl)-1,2-benzisothiazole, melting at 86°-89° C., are obtained; this yield corresponds to 80% of theory.

Workup

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

Sources & evidence

ORD record
ord-31b963aca82b415c81bc3879ee8ea436
Source dataset
uspto-grants-1981_07
Patent number
US04277477

Reaction notes

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