Acetyl chloride → HCID 131725963, compound

HRID 1241906Notes

Reaction equation

HRID 1241906 reaction equation
Cl.[NH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]=[C:11]([S:14][CH:15]([CH:20]3[CH2:25][CH2:24][N:23]([CH2:26][C:27]4[CH:32]=[CH:31][C:30]([Cl:33])=[C:29]([Cl:34])[CH:28]=4)[CH2:22][CH2:21]3)[CH2:16][CH2:17][CH2:18][NH-:19])[S:12][CH:13]=2)=[CH:5][CH:4]=1.C(N(CC)CC)C.[C:42](Cl)(=[O:44])[CH3:43]>ClCCl.C(Cl)(Cl)Cl>[ClH:33].[C:42]([NH:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:10]=[C:11]([S:14][CH:15]([CH:20]3[CH2:25][CH2:24][N:23]([CH2:26][C:27]4[CH:32]=[CH:31][C:30]([Cl:33])=[C:29]([Cl:34])[CH:28]=4)[CH2:22][CH2:21]3)[CH2:16][CH2:17][CH2:18][NH-:19])[S:12][CH:13]=2)=[CH:5][CH:4]=1)(=[O:44])[CH3:43]

Participants

6

Reactant 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 131725964HCID 131725964, compound

Product 1

HCID 131725963HCID 131725963, compound

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 6344DichloromethaneSolvent

Procedure

The product (106 mg) of Example 5 was dissolved in dichloromethane (80 mL), and triethylamine (30 μL) and acetyl chloride (15 μL) were added to the solution. The mixture was stirred at room temperature for 12 hrs. The reaction mixture was diluted with chloroform, washed with 0.1 mol/L sodium hydroxide and then saturated brine, and dried. The solvent was evaporated under reduced pressure, and the obtained residue was dissolved in ethanol (10 mL). 1 mol/L Hydrogen chloride diethyl ether solution (2 mL) was added, which was followed by filtration to give the title compound (62 mg) as a white amorphous solid.

Workup

  1. washwashed with 0.1 mol/L sodium hydroxide
  2. dry with materialsaturated brine, and dried
  3. customThe solvent was evaporated under reduced pressure
  4. dissolutionthe obtained residue was dissolved in ethanol (10 mL)
  5. addition1 mol/L Hydrogen chloride diethyl ether solution (2 mL) was added
  6. filtrationwhich was followed by filtration

Sources & evidence

ORD record
ord-b6a60f8fca3544bb971a3f273f5e1628
Source dataset
uspto-grants-2006_10
Patent number
US07115635B2

Reaction notes

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