Dichloromethane → HCID 86681328, compound

HRID 1778925Notes

Reaction equation

HRID 1778925 reaction equation
[Br:1][C:2]1[C:3]([CH3:10])=[C:4]([CH:7]=[CH:8][CH:9]=1)[NH:5][CH3:6].C(N(C(C)C)CC)(C)C.ClCCl.[CH:23]1([C:29](Cl)=[O:30])[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]1>C(OCC)(=O)C>[Br:1][C:2]1[C:3]([CH3:10])=[C:4]([N:5]([CH3:6])[C:29]([CH:23]2[CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]2)=[O:30])[CH:7]=[CH:8][CH:9]=1

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 75938Cyclohexanecarbonyl chlorideHCID 81531DiisopropylethylamineHCID 599563303-Bromo-N,2-dimethylbenzenamine

Product 1

HCID 86681328HCID 86681328, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

3-Bromo-N,2-dimethylaniline (150 mg) and diisopropylethylamine (291 mg) were added to dichloromethane (5 mL). Cyclohexanecarbonyl chloride (115 mg) was added and the solution was stirred at room temperature for 16 hours. The solution was diluted with ethyl acetate and washed two times with 1M aqueous HCl and once with brine. The solution was dried on anhydrous sodium sulfate, filtered, and the solvent was removed to provide the title compound which was used without further purification.

Workup

  1. washwashed two times with 1M aqueous HCl
  2. dry with materialThe solution was dried on anhydrous sodium sulfate
  3. filtrationfiltered
  4. customthe solvent was removed

Sources & evidence

ORD record
ord-b970d55237f3449dbff4061928292708
Source dataset
uspto-grants-2016_02
Patent number
US09266877B2

Reaction notes

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