Phenol → HCID 22752112, compound

HRID 461846Notes

Reaction equation

HRID 461846 reaction equation
[F:1][C:2]([F:17])([F:16])[C:3]([NH:5][NH:6][C:7]1[S:8][C:9]2[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=2[N:11]=1)=O.C1(O)C=CC=CC=1>>[F:1][C:2]([F:17])([F:16])[C:3]1[N:11]2[C:7]([S:8][C:9]3[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=32)=[N:6][N:5]=1

Participants

3

Reactant 2

HCID 996PhenolHCID 21392806HCID 21392806, compound

Product 1

HCID 22752112HCID 22752112, compound

Procedure

2-(2-(Trifluoroacetyl)hydrazino)benzothiazole (17.8 grams) was mixed with phenol (44.5 grams) and refluxed for 24 hours. The reaction mixture was then steam distilled to remove the phenol, and the oil remaining was extracted with chloroform/water. The chloroform was subsequently stripped and the remaining material, the desired 3-trifluoromethyl-s-triazolo(3,4-b)benzothiazole product, recrystallized from ethyl acetate. The product so obtained melted at 140°-1° C.

Workup

  1. temperaturerefluxed for 24 hours
  2. distillationsteam distilled
  3. customto remove the phenol
  4. extractionthe oil remaining was extracted with chloroform/water
  5. customthe remaining material, the desired 3-trifluoromethyl-s-triazolo(3,4-b)benzothiazole product, recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-a01f354ee0eb40b18bd486451829fc19
Source dataset
uspto-grants-1977_12
Patent number
US04064261

Reaction notes

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