Acetyl chloride → HCID 58137441, compound

HRID 1258513Notes

Reaction equation

HRID 1258513 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([S:8]([F:13])([F:12])([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[C:14](=[O:16])[CH3:15].C(N(CC)CC)C.[C:24](Cl)(=[O:26])[CH3:25].C(=O)([O-])O.[Na+]>C(Cl)Cl.O>[C:14]([C:3]1[CH:4]=[CH:5][C:6]([S:8]([F:13])([F:9])([F:10])([F:11])[F:12])=[CH:7][C:2]=1[NH:1][C:24](=[O:26])[CH3:25])(=[O:16])[CH3:15]

Participants

7

Reactant 4

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 516892Sodium BicarbonateHCID 58137449HCID 58137449, compound

Product 1

HCID 58137441HCID 58137441, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent2×

Procedure

1-[2-Amino-4-(pentafluorosulfanyl)phenyl]ethanone (150 mg, example 19d) was dissolved in methylene chloride (5 ml). After adding triethylamine (95 μl) and acetyl chloride (51 μl), the mixture was stirred at RT for 4 h. Then methylene chloride, water and saturated sodium hydrogencarbonate solution were added. The organic phase was removed, washed three times with water, dried over magnesium sulfate, filtered and concentrated. 165 mg of the desired product were obtained.

Workup

  1. customThe organic phase was removed
  2. washwashed three times with water
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-975a1282777641b4a9347fcbe7a25275
Source dataset
uspto-grants-2013_06
Patent number
US08466169B2

Reaction notes

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