Hydroquinone → HCID 68783469, compound

HRID 80228Notes

Reaction equation

HRID 80228 reaction equation
[S:1]1[C:5]2[CH:6]=[C:7]([NH2:10])[CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1.[F:11][C:12]([F:19])([F:18])[CH:13]=[CH:14][C:15]([OH:17])=[O:16].C1(O)C=CC(O)=CC=1>C1(C)C=CC=CC=1>[S:1]1[C:5]2[CH:6]=[C:7]([NH:10][CH:13]([C:12]([F:19])([F:18])[F:11])[CH2:14][C:15]([OH:17])=[O:16])[CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1

Participants

5

Reactant 3

HCID 785HydroquinoneHCID 682886-AminobenzothiazoleHCID 27824314,4,4-Trifluoro-but-2-enoic acid

Product 1

HCID 68783469HCID 68783469, compoundYield 58.6%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Benzothiazol-6-ylamine (1 g, 0.006 mol) was reacted with 4,4,4-trifluoro-but-2-enoic acid (1.39 g, 0.009 mol), benzene-1,4-diol (0.05 g, 0.00046 mol) and toluene (50 mL) to afford the crude product. Purification by column chromatography on silica gel (15% ethyl acetate in hexane) afforded 1.02 g of the product (53.68% yield).

Workup

  1. customto afford the crude product
  2. customPurification by column chromatography on silica gel (15% ethyl acetate in hexane)

Sources & evidence

ORD record
ord-64df3c453e2348989f1cbe445a26b772
Source dataset
uspto-grants-2014_09
Patent number
USRE045173E1

Reaction notes

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