Dichloromethane → HCID 13913716, compound

HRID 978808Notes

Reaction equation

HRID 978808 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10](Cl)(=[O:12])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH2:14]([N:16]([CH2:20][CH3:21])[CH2:17][CH2:18][NH2:19])[CH3:15].C(N([CH2:27][CH3:28])CC)C.[CH2:29](Cl)Cl>>[CH2:14]([N:16]([CH2:20][CH3:21])[CH2:17][CH2:18][N:19]([CH:27]([CH3:28])[CH3:29])[S:10]([C:7]1[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=1)(=[O:12])=[O:11])[CH3:15]

Participants

5

Reactant 4

HCID 6344Dichloromethane2×HCID 74044-Nitrobenzenesulfonyl chlorideHCID 8471TriethylamineHCID 60993N,N-Diethylethylenediamine

Product 1

HCID 13913716HCID 13913716, compound

Procedure

p-Nitrobenzene sulfonyl chloride (22.1 g, 0.1 mole) in methylenechloride (200 ml) was added dropwise to N,N-diethylethylene diamine (11.6 g, 0.1 mole) and triethylamine (10.1 g, 0.1 mole) in methylene chloride. The reaction was stirred two days, washed with water, then brine and the solvent removed. The solid residue was dissolved in diethyl ether, filtered through Supercel®, hexane added and the product obtained by stirring and chilling (18.54 g) m.r. 56°-57° C.

Workup

  1. washwashed with water
  2. custombrine and the solvent removed
  3. dissolutionThe solid residue was dissolved in diethyl ether
  4. filtrationfiltered through Supercel®, hexane
  5. additionadded
  6. customthe product obtained
  7. stirringby stirring
  8. temperaturechilling (18.54 g) m.r
  9. custom56°-57° C.

Sources & evidence

ORD record
ord-201831ad7f5f420b9f912aef583aa935
Source dataset
uspto-grants-1987_05
Patent number
US04665227

Reaction notes

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