Dichloromethane → HCID 14324551, compound

HRID 1460945Notes

Reaction equation

HRID 1460945 reaction equation
ClCCl.[N+:4]([C:7]1[CH:8]=[C:9]([S:14](Cl)(=[O:16])=[O:15])[CH:10]=[CH:11][C:12]=1[Cl:13])([O-:6])=[O:5].[CH2:18]([NH2:34])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33]>C(N(CC)CC)C>[CH2:18]([NH:34][S:14]([C:9]1[CH:10]=[CH:11][C:12]([Cl:13])=[C:7]([N+:4]([O-:6])=[O:5])[CH:8]=1)(=[O:16])=[O:15])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33]

Participants

5

Reactant 3

HCID 6344Dichloromethane2×HCID 7323Benzenesulfonyl chloride, 4-chloro-3-nitro-HCID 8926Hexadecylamine

Product 1

HCID 14324551HCID 14324551, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

One liter of dichloromethane was mixed with 800 grams of 3-nitro-4-chlorobenzenesulfonyl chloride and a dichloromethane solution containing 600 grams of hexadecylamine and 251 ml of triethylamine was added dropwise to this mixture. After the reaction had been completed the reaction solvent was removed by distillation under reduced pressure, 3 liters of methanol was added and a solution was obtained by heating. Crystals precipitated out as the resulting solution was cooled slowly. These crystals were recovered by filtration and dried.

Workup

  1. additionwas added dropwise to this mixture
  2. customwas removed by distillation under reduced pressure, 3 liters of methanol
  3. additionwas added
  4. customa solution was obtained
  5. temperatureby heating
  6. customCrystals precipitated out as the resulting solution
  7. temperaturewas cooled slowly
  8. filtrationThese crystals were recovered by filtration
  9. customdried

Sources & evidence

ORD record
ord-7635627096e54048a680cbd2d7cad8b1
Source dataset
uspto-grants-1991_12
Patent number
US05073473

Reaction notes

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