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Benzene → Ethyl 2-(piperidin-1-yl)-1,3-thiazole-4-carboxylate

HRID 2107291
Notes
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Reaction equation

HRID 2107291 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl[C:8]1[S:9][CH:10]=[C:11]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[N:12]=1.C(N(CC)CC)C.C1C=CC=CC=1>O>[N:1]1([C:8]2[S:9][CH:10]=[C:11]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[N:12]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 4

HCID 241BenzeneHCID 8082PiperidineHCID 8471TriethylamineHCID 13106141Ethyl 2-chlorothiazole-4-carboxylate

Product 1

HCID 15053545Ethyl 2-(piperidin-1-yl)-1,3-thiazole-4-carboxylate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture comprising 2.1 g of piperidine, 4 g of ethyl 2-chlorothiazole-4-carboxylate, 4.2 g of triethylamine and 20 ml of benzene was refluxed for 12 hours. The reaction mixture was poured into water and extracted with benzene. The extract was washed with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure.

Workup

  1. temperaturewas refluxed for 12 hours
  2. extractionextracted with benzene
  3. washThe extract was washed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-8d55ccbdbd5c4e8cb1bbb69d15f840f3
Source dataset
uspto-grants-1990_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04933355

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes