Dichloromethane → HCID 14324551, compound

HRID 1460942Notes

Reaction equation

HRID 1460942 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 of 600 grams of hexadecylamine and 251 ml of triethylamine was added dropwise to the resulting mixture. After reaction, the reaction solvent was removed by distillation under reduced pressure, 3000 ml of methanol was added and a solution was obtained by heating. Crystals precipitated out on cooling this solution slowly. These crystals were recovered by filtration and dried.

Workup

  1. customAfter reaction
  2. customthe reaction solvent was removed by distillation under reduced pressure, 3000 ml of methanol
  3. additionwas added
  4. customa solution was obtained
  5. temperatureby heating
  6. customCrystals precipitated out
  7. temperatureon cooling this solution slowly
  8. filtrationThese crystals were recovered by filtration
  9. customdried

Sources & evidence

ORD record
ord-d926958ade7641a6b0193f84b41ad233
Source dataset
uspto-grants-1991_12
Patent number
US05073473

Reaction notes

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