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2-Amino-4-(trifluoromethyl)benzenethiol → 5-Trifluoromethyl-benzothiazole-2-carboxylic acid ethyl ester

HRID 29448
Notes
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Reaction equation

HRID 29448 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[SH:12].[CH2:13]([O:15][C:16](OCC)([O:22]CC)[C:17](OCC)=O)[CH3:14]>>[CH2:13]([O:15][C:16]([C:17]1[S:12][C:3]2[CH:4]=[CH:5][C:6]([C:8]([F:9])([F:10])[F:11])=[CH:7][C:2]=2[N:1]=1)=[O:22])[CH3:14]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 880422-Amino-4-(trifluoromethyl)benzenethiolHCID 5090273Ethyl 2,2,2-triethoxyacetate

Product 1

HCID 551898085-Trifluoromethyl-benzothiazole-2-carboxylic acid ethyl ester

Conditions

Temperature
110 °C

Procedure

To 2-amino-4-trifluoromethyl-benzenethiol (0.7 g) was added ethyl triethoxyacetate (3 eq). The mixture was stirred at 110° C. overnight. The reaction mixture was cooled and triturated with hexane. Filtration gave 460 mg of 5-trifluoromethyl-benzothiazole-2-carboxylic acid ethyl ester as a white solid.

Workup

  1. temperatureThe reaction mixture was cooled
  2. custom
On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes
triturated with hexane
  • filtrationFiltration
  • Sources & evidence

    ORD record
    ord-0b562ebc862241489a596e1f9fcc353b
    Source dataset
    uspto-grants-2008_09
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US07420001B2

    Reaction notes

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