Sodium Acetate → 5,7-Dichloro-2,6-dimethylbenzoxazole

HRID 2420207Notes

Reaction equation

HRID 2420207 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[C:9]([Cl:11])[C:8]([CH3:12])=[C:7]([Cl:13])[C:6]=1[OH:14])(=O)[CH3:2].C([O-])(=O)C.[Na+]>>[CH3:2][C:1]1[O:14][C:6]2[C:7]([Cl:13])=[C:8]([CH3:12])[C:9]([Cl:11])=[CH:10][C:5]=2[N:4]=1

Participants

3

Reactant 2

HCID 517045Sodium AcetateHCID 13796880N-(3,5-Dichloro-2-hydroxy-4-methylphenyl)acetamide

Product 1

HCID 144190195,7-Dichloro-2,6-dimethylbenzoxazole

Procedure

A mixture of 79 g. of 2-acetylamino-5-methyl-4,6-di-chloro-phenol and 3.6 g. of anhydrous sodium acetate was heated at 180° C. for some minutes. The liquid obtained was distilled under vacuum, collecting the fraction passed from 140° C. to 145° C. at 1.2 mm. Hg. The distilled oil became a mass of crystals which was purified by crystallization from ligroin. 36 g. of pure base were obtained. M.P. = 80°-82° C.

Workup

  1. additionA mixture of 79 g
  2. customThe liquid obtained
  3. distillationwas distilled under vacuum
  4. customcollecting the fraction
  5. custompassed from 140° C. to 145° C. at 1.2 mm. Hg
  6. customwas purified by crystallization from ligroin
  7. customof pure base were obtained

Sources & evidence

ORD record
ord-40c5016a1f734a95816ab8afa5e77933
Source dataset
uspto-grants-1978_08
Patent number
US04110116

Reaction notes

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