Water → HCID 12766009, compound

HRID 847800Notes

Reaction equation

HRID 847800 reaction equation
Br[C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[C:7]([Cl:11])[C:5]=2[N:6]=1.ClC1S[C:15]2[CH:21]=CC=C(Cl)[C:16]=2N=1.[OH-:23].[Na+].O>C(O)(C)C>[CH:15]([O:23][C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[C:7]([Cl:11])[C:5]=2[N:6]=1)([CH3:21])[CH3:16]

Participants

6

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 771772,4-DichlorobenzothiazoleHCID 771782-Bromo-4-chlorobenzothiazole

Product 1

HCID 12766009HCID 12766009, compoundYield 95.9%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture (11.30 g, 0.05 mole) of 2-bromo-4-chlorobenzothiazole and 2,4-dichlorobenzothiazole and 94% sodium hydroxide (2.34 g, 0.055 mole) in isopropanol (100 c.c.) was heated under reflux for 1 hour. Water was added and the alcohol was distilled azeotropically together with water. The resulting oily substance was extracted with chloroform, and the chloroform layer was washed with water. The solvent was then removed under reducing pressure to obtain 10.92 g of 2-isopropoxy-4-chlorobenzothiazole as a yellow viscous liquid. Yield 95.9%, purity 97.7%, b.p. 95°-96° C./0.2 mmHg.

Workup

  1. temperatureunder reflux for 1 hour
  2. distillationthe alcohol was distilled azeotropically together with water
  3. extractionThe resulting oily substance was extracted with chloroform
  4. washthe chloroform layer was washed with water
  5. customThe solvent was then removed

Sources & evidence

ORD record
ord-2b86375db07642c6bb9782a0ac271c91
Source dataset
uspto-grants-1981_10
Patent number
US04293702

Reaction notes

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