1,3-Dimethyl-2-imidazolidinone → 3-Chloro-1,2-benzisothiazole

HRID 1418686Notes

Reaction equation

HRID 1418686 reaction equation
[S:1]1(=O)[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[N:2]1.CN1CCN(C)C1=O.[Cl:19]C1C=CC=CC=1>>[Cl:19][C:3]1[C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[S:1][N:2]=1

Participants

4

Reactant 3

HCID 66611,3-Dimethyl-2-imidazolidinoneHCID 7964ChlorobenzeneHCID 159622201H-1lambda~4~,2-Benzothiazol-1-one

Product 1

HCID 5981903-Chloro-1,2-benzisothiazoleYield 92.7%

Procedure

Example 5 was repeated, except that 4 kg of 93% by weight pure benzisothiazolone and 90 g of 1,3-dimethylimidazolidinone in 5 l of chlorobenzene were phosgenated. To obtain the reaction product, 200 ml of high boiling paraffin oil were added prior to the vacuum distillation, and a Vigreux column of 20 cm in length was used. 3-Chlorobenzisothiazole of a purity of 99.4% by weight was obtained in a yield of 92.7% of theory.

Workup

  1. customTo obtain the reaction product, 200 ml
  2. additionwere added
  3. distillationto the vacuum distillation

Sources & evidence

ORD record
ord-d5ebcf855bee4683a615764d1162d4db
Source dataset
uspto-grants-1999_03
Patent number
US05883258

Reaction notes

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