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Dichloromethane → HCID 58372719, compound

HRID 656736
Notes
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Reaction equation

HRID 656736 reaction equation
[CH2:1]([O:3][C:4](=[O:32])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[C:8]([O:14][C:15]2[CH:20]=[CH:19][C:18]([N+:21]([O-])=O)=[CH:17][C:16]=2[CH2:24][S:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:7]=1)[CH3:2].[Sn](Cl)Cl.C(Cl)Cl.C(=O)(O)[O-].[Na+]>CCO.O>[CH2:1]([O:3][C:4](=[O:32])[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH3:13])=[C:8]([O:14][C:15]2[CH:20]=[CH:19][C:18]([NH2:21])=[CH:17][C:16]=2[CH2:24][S:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:7]=1)[CH3:2]
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

7

Reactant 4

HCID 6344DichloromethaneHCID 24479Stannous ChlorideHCID 516892Sodium BicarbonateHCID 58372772HCID 58372772, compound

Product 1

HCID 58372719HCID 58372719, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent
HCID 962WaterSolvent

Conditions

Temperature
70 °C

Procedure

[4-Methoxy-3-(4-nitro-2-phenylsulfanylmethyl-phenoxy)-phenyl]-acetic acid ethyl ester (0.4 g, 0.9 mmol) and tin(II) chloride (0.6 g, 2.7 mmol) were combined in EtOH (20 mL) and stirred overnight at 70° C. CH2Cl2, H2O, and sodium bicarbonate were added, and the mixture was filtered through Celite. The organic layer was separated and concentrated to give the title compound.

Workup

  1. filtrationthe mixture was filtered through Celite
  2. customThe organic layer was separated
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-3dd8e4969599416d85301752583048c7
Source dataset
uspto-grants-2011_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08071807B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes