4-Chloro-3-nitrobenzophenone → {4-[Methyl(octyl)amino]-3-nitrophenyl}(phenyl)methanone

HRID 461626

Reaction equation

HRID 461626 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:15]=[CH:16][C:17]=1Cl)[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:8])([O-:3])=[O:2].[CH3:19][NH:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28]>C(O)C>[N+:1]([C:4]1[CH:5]=[C:6]([CH:15]=[CH:16][C:17]=1[N:20]([CH3:19])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:8])([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 417434-Chloro-3-nitrobenzophenoneHCID 75538Octylmethylamine

Product 1

HCID 23342777{4-[Methyl(octyl)amino]-3-nitrophenyl}(phenyl)methanone

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 9.23 g. of 3-nitro-4-chloro-benzophenone, 10 ml. of ethanol and 10.3 g. of N-methyl-N-octylamine is stirred at 80° to 85° C for 30 minutes, and then the mixture is poured onto 100 ml. of ice water. The aqueous phase is extracted with 2x75 ml. of benzene. The benzene phases are combined, washed with distilled water with chloride-free, dried over anhydrous magnesium sulphate, filtered, and evaporated in vacuo. 11.57 g. of 3-nitro-4-(N-methyl-N-octylamino)-benzophenone are obtained in the form of an oily residue. On the basis of thin layer chromatographical examination, a pure, uniform product is obtained.

Workup

  1. additionA mixture of 9.23 g
  2. additionthe mixture is poured onto 100 ml
  3. extractionThe aqueous phase is extracted with 2x75 ml
  4. washwashed with distilled water with chloride-free
  5. dry with materialdried over anhydrous magnesium sulphate
  6. filtrationfiltered
  7. customevaporated in vacuo

Sources & evidence

ORD record
ord-5008c09bbebb4d06a7beba95648bd188
Source dataset
uspto-grants-1977_12
Patent number
US04064121

Linked notes

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