Dichloromethane → HCID 19755541, compound

HRID 2165813Notes

Reaction equation

HRID 2165813 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([Cl:14])=[C:8]([S:10](Cl)(=[O:12])=[O:11])[CH:9]=1)([O-:3])=[O:2].ClCCl.[CH3:18][NH: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][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37]>C(N(CC)CC)C>[CH3:18][N: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][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37])[S:10]([C:8]1[CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=[CH:6][C:7]=1[Cl:14])(=[O:12])=[O:11]

Participants

5

Reactant 3

HCID 6344Dichloromethane2×HCID 206302-Chloro-5-nitrobenzenesulfonyl chlorideHCID 75539N-Methyloctadecylamine

Product 1

HCID 19755541HCID 19755541, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

44 g of 5-nitro-2-chlorobenzenesulfonyl chloride and 100 ml of. dichloromethane were blended, and a dichloromethane solution containing 48.4 g of methyloctadecylamine and 36.1 ml of triethylamine was added dropwise thereto. After completion of the reaction, the reaction solvent was removed by distillation under reduced pressure. 300 ml of methanol was added to the residue and dissolved, and then the resulting solution was gradually cooled to precipitate a crystal. The crystal was taken out by filtration and dried. Yield: 64 g, 74%.

Workup

  1. additionwas added dropwise
  2. customAfter completion of the reaction
  3. customthe reaction solvent was removed by distillation under reduced pressure
  4. addition300 ml of methanol was added to the residue
  5. dissolutiondissolved
  6. temperaturethe resulting solution was gradually cooled
  7. customto precipitate a crystal
  8. filtrationThe crystal was taken out by filtration
  9. customdried

Sources & evidence

ORD record
ord-014fcedefed94d3cabe864173ebf8871
Source dataset
uspto-grants-1990_07
Patent number
US04942114

Reaction notes

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