Acetic Acid → HCID 54707409, compound

HRID 2080384Notes

Reaction equation

HRID 2080384 reaction equation
C(O)(=O)C.N1C=CC=CC=1.[F:11][C:12]1[CH:19]=[CH:18][C:17]([F:20])=[CH:16][C:13]=1[CH:14]=O.[OH:21][C:22]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[O:25][C:24](=[O:32])[CH:23]=1.[Cl:33][C:34]1[CH:39]=[CH:38][C:37]([SH:40])=[CH:36][CH:35]=1>C(O)C>[Cl:33][C:34]1[CH:39]=[CH:38][C:37]([S:40][CH:14]([C:13]2[CH:16]=[C:17]([F:20])[CH:18]=[CH:19][C:12]=2[F:11])[C:23]2[C:24](=[O:32])[O:25][C:26]3[C:31]([C:22]=2[OH:21])=[CH:30][CH:29]=[CH:28][CH:27]=3)=[CH:36][CH:35]=1

Participants

7

Reactant 5

HCID 176Acetic AcidHCID 1049PyridineHCID 7815p-ChlorothiophenolHCID 1376632,5-DifluorobenzaldehydeHCID 546829304-Hydroxycoumarin

Product 1

HCID 54707409HCID 54707409, compoundYield 80.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

After glacial acetic acid (60 mg, 1 mmol) and pyridine (80.5 μl, 1 mmol) were added to an ethanol (4 ml) solution of 2,5-difluorobenzaldehyde (109 μl, 1 mmol), 4-hydroxycoumarine (162 mg, 1 mmol) and 4-chlorothiophenol (144.6 mg, 1 mmol) at room temperature, the resulting mixture was stirred for 24 hours. The precipitate thus formed was collected by filtration and washed with a small amount of ethanol to give the title compound (345 mg, 80%) as a white solid.

Workup

  1. customThe precipitate thus formed
  2. filtrationwas collected by filtration
  3. washwashed with a small amount of ethanol

Sources & evidence

ORD record
ord-eb5bc1ec0e1a4140ac563a2bd82bfc02
Source dataset
uspto-grants-2011_04
Patent number
US07932271B2

Reaction notes

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