Hydrochloric Acid → HCID 15907989, compound

HRID 649868Notes

Reaction equation

HRID 649868 reaction equation
C([O:3][C:4](=[O:29])[CH2:5][O:6][C:7]1[C:12]([Cl:13])=[CH:11][C:10]([NH:14][C:15]([NH:17][C:18]2[CH:23]=[CH:22][C:21]([NH:24][C:25](=[O:27])[CH3:26])=[CH:20][CH:19]=2)=[S:16])=[CH:9][C:8]=1[Cl:28])C.O1CCCC1.[OH-].[Na+].Cl>CO>[C:25]([NH:24][C:21]1[CH:22]=[CH:23][C:18]([NH:17][C:15](=[S:16])[NH:14][C:10]2[CH:11]=[C:12]([Cl:13])[C:7]([O:6][CH2:5][C:4]([OH:29])=[O:3])=[C:8]([Cl:28])[CH:9]=2)=[CH:19][CH:20]=1)(=[O:27])[CH3:26]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 15954808HCID 15954808, compound

Product 1

HCID 15907989HCID 15907989, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of {4-[3-(4-acetylamino-phenyl)-thioureido]-2,6-dichloro-phenoxy}-acetic acid ethyl ester (0.29 g) in a 1:1 mixture of tetrahydrofuran and methanol (4 mL) is added 1N aqueous sodium hydroxide (2 mL) and the mixture is stirred for approximately 2 hours at room temperature. The solution is then poured into 2 M aqueous hydrochloric acid (5 mL), extracted into ethyl acetate, and the extracts are dried over anhydrous sodium sulfate. The solvent is removed by evaporation under reduced pressure and the residue is triturated with diethyl ether to provide the desired product as a white solid.

Workup

  1. extractionextracted into ethyl acetate
  2. dry with materialthe extracts are dried over anhydrous sodium sulfate
  3. customThe solvent is removed by evaporation under reduced pressure
  4. customthe residue is triturated with diethyl ether

Sources & evidence

ORD record
ord-0b5e0a1a83664b8f9d29f668608f5fba
Source dataset
uspto-grants-2001_08
Patent number
US06271236B1

Reaction notes

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