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Thionyl Chloride → HCID 21162562, compound

HRID 2202585
Notes
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Reaction equation

HRID 2202585 reaction equation
O[CH2:2][C:3]1[S:7][C:6]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:5][CH:4]=1.S(Cl)([Cl:15])=O>C1(C)C=CC=CC=1>[Cl:15][CH2:2][C:3]1[S:7][C:6]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:5][CH:4]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 24729456Ethyl 5-(hydroxymethyl)thiophene-2-carboxylate

Product 1

HCID 21162562HCID 21162562, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a suspension of ethyl 5-hydroxymethylthiophene-2-carboxylate synthesized in Production Example 72 in toluene, 212 μL of thionyl chloride was dropwise added, and the mixture was refluxed for 30 minutes. The mixture was allowed to cool down to a room temperature and stirred for one hour. After the completion of the reaction was confirmed by TLC, the solvent was distilled off. The resulting residue was used for the next reaction without purification.

Workup

  1. temperaturethe mixture was refluxed for 30 minutes
  2. distillationthe solvent was distilled off
  3. customThe resulting residue was used for the next reaction without purification

Sources & evidence

ORD record
ord-d1b09b591fe8417999c4ba3269e53045
Source dataset
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09365553B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes