Sodium Hydroxide → 4-Chloro-2-methoxybenzothiazole

HRID 847796

Reaction equation

HRID 847796 reaction equation
Cl[C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[C:7]([Cl:11])[C:5]=2[N:6]=1.[OH-:12].[Na+].O.[CH3:15]O>O>[CH3:15][O:12][C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[C:7]([Cl:11])[C:5]=2[N:6]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 771772,4-DichlorobenzothiazoleHCID 22242641Methanol--water (1/1)

Product 1

HCID 41419694-Chloro-2-methoxybenzothiazoleYield 92.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2,4-Dichlorobenzothiazole (10.21 g, 0.05 mole) and 94% sodium hydroxide (8.30 g, 0.075 mole) were added to a 50 (V/V) % water/methanol mixed solvent (150 c.c.), and the mixture was heated under reflux for 30 minutes. After cooling, water (100 c.c.) was added to the reaction solution, followed by ice-cooling. The deposited crystals were filtered and washed with water to obtain 9.22 g of 2-methoxy-4-chlorobenzothiazole. Yield 92.4%, purity 100%, m.p. 55°-57° C.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 30 minutes
  3. temperatureAfter cooling
  4. temperaturecooling
  5. filtrationThe deposited crystals were filtered
  6. washwashed with water

Sources & evidence

ORD record
ord-1378ba8683e34588b66f6a2080ac745c
Source dataset
uspto-grants-1981_10
Patent number
US04293702

Linked notes

Loading…