1,3-Dichloro-2-propanol → 1-(1,2-Benzisothiazol-4-yloxy)-3-chloropropan-2-ol

HRID 1863214Notes

Reaction equation

HRID 1863214 reaction equation
[OH:1][C:2]1[C:7]2[CH:8]=[N:9][S:10][C:6]=2[CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].[Cl:13][CH2:14][CH:15]([OH:18])[CH2:16]Cl>O.C(Cl)Cl>[S:10]1[C:6]2[CH:5]=[CH:4][CH:3]=[C:2]([O:1][CH2:16][CH:15]([OH:18])[CH2:14][Cl:13])[C:7]=2[CH:8]=[N:9]1

Participants

6

Reactant 3

HCID 72891,3-Dichloro-2-propanolHCID 14798Sodium HydroxideHCID 135741992Benzo[d]isothiazol-4-ol

Product 1

HCID 203499371-(1,2-Benzisothiazol-4-yloxy)-3-chloropropan-2-ol

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

30.0 g of 4-hydroxy-1,2-benzisothiazole are suspended in 26.0 g of 1,3-dichloro-propan-2-ol and a solution of 8.5 g of sodium hydroxide in 60 ml of water is added in the course of 4 hours at 60°-80° C. After reacting for a further four hours at the same temperature, the organic phase is taken up in methylene chloride, dried over magnesium sulfate and evaporated to dryness. The residue left (35 g) is recrystallized from methanol. The 1-(1,2-benzisothiazol-4-yloxy)-3-chloropropan-2-ol thus obtained is identical with the sample prepared as described in (a). Preparation of compounds according to the invention

Workup

  1. dry with materialdried over magnesium sulfate
  2. customevaporated to dryness
  3. waitThe residue left (35 g)
  4. customis recrystallized from methanol

Sources & evidence

ORD record
ord-085460735fff4d1587f01de72b01bf2b
Source dataset
uspto-grants-1979_09
Patent number
US04168317

Reaction notes

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