Toluene → HCID 13269415, compound

HRID 280438Notes

Reaction equation

HRID 280438 reaction equation
[NH2:1][C:2]1[CH:17]=[CH:16][C:5]([O:6][C:7]2[CH:8]=[CH:9][C:10]3[S:14][N:13]=[CH:12][C:11]=3[CH:15]=2)=[C:4]([C:18]([F:21])([F:20])[F:19])[CH:3]=1.C1(C)C=CC=CC=1.[CH3:29][N:30]=[C:31]=[O:32]>C(N(CC)CC)C>[CH3:29][NH:30][C:31]([NH:1][C:2]1[CH:17]=[CH:16][C:5]([O:6][C:7]2[CH:8]=[CH:9][C:10]3[S:14][N:13]=[CH:12][C:11]=3[CH:15]=2)=[C:4]([C:18]([F:21])([F:20])[F:19])[CH:3]=1)=[O:32]

Participants

5

Reactant 3

HCID 1140TolueneHCID 12228Methyl IsocyanateHCID 132694024-[(1,2-Benzothiazol-5-yl)oxy]-3-(trifluoromethyl)aniline

Product 1

HCID 13269415HCID 13269415, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

31 parts of 5-(4'-amino-2'-trifluoromethylphenoxy)-benzisothiazole, 400 parts of toluene, 1 part of triethylamine and 11.4 parts of methyl isocyanate were stirred for 12 hours at 80° C., after which the solvent was removed under reduced pressure and the residue was purified over silica gel, using chloroform as the mobile phase. 29.4 parts (80% of theory) of 5-(4'-methylaminocarbonylamino-2'-trifluoromethylphenoxy)-benzisothiazole of melting point 138° C. were obtained.

Workup

  1. customafter which the solvent was removed under reduced pressure
  2. customthe residue was purified over silica gel

Sources & evidence

ORD record
ord-59db36452e1e405aa0ea4bf1981ac2cc
Source dataset
uspto-grants-1986_05
Patent number
US04589910

Reaction notes

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