Benzoyl chloride → HCID 18940220, compound

HRID 355620Notes

Reaction equation

HRID 355620 reaction equation
[NH2:1][C:2]1[CH:15]=[CH:14][C:13]2[C:4](=[C:5]([C:16]3[CH:21]=[C:20]([CH3:22])[CH:19]=[CH:18][C:17]=3[CH3:23])[C:6]3[C:11]([N:12]=2)=[CH:10][CH:9]=[CH:8][CH:7]=3)[CH:3]=1.[C:24](Cl)(=[O:31])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>C(Cl)Cl>[C:24]([NH:1][C:2]1[CH:15]=[CH:14][C:13]2[C:4](=[C:5]([C:16]3[CH:21]=[C:20]([CH3:22])[CH:19]=[CH:18][C:17]=3[CH3:23])[C:6]3[C:11]([N:12]=2)=[CH:10][CH:9]=[CH:8][CH:7]=3)[CH:3]=1)(=[O:31])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 18940218HCID 18940218, compound2×

Product 1

HCID 18940220HCID 18940220, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2.98 pbw of 2-amino-9-(2,5-dimethylphenyl)acridine (compound 1d) were dissolved in 75 pbv of methylene chloride at 23° C. and 2.1 pbw of benzoyl chloride were gradually added while stirring. The temperature rose to 27°-28° C. during this process. The solution was stirred for 4 hours and, after standing overnight, extracted by shaking with sodium hydroxide solution, and the organic phase was distilled off after drying over anhydrous sodium sulfate. Yield: 3.96 pbw (98% of theory), yellowish green crystals. Mp.: 253°-255° C.

Workup

  1. customrose to 27°-28° C. during this process
  2. stirringThe solution was stirred for 4 hours
  3. extractionextracted
  4. stirringby shaking with sodium hydroxide solution
  5. distillationthe organic phase was distilled off
  6. dry with materialafter drying over anhydrous sodium sulfate

Sources & evidence

ORD record
ord-8de26d7555464e6cad62d8bd8f319042
Source dataset
uspto-grants-1998_11
Patent number
US05834157

Reaction notes

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