Dichloromethane → HCID 13913716, compound

HRID 255682Notes

Reaction equation

HRID 255682 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 mode) 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 brime and the solvent removed. The solid residue was dissolved in diethyl ether, filtered through Supercel®, hexane added and N-[2-(diethylamino)ethly]-N-(1-methylethyl)-4-nitrobenzene sulfonamide obtained by stirring and chilling (18.54 g) m.r. 56°-57° C.

Workup

  1. washwashed with water
  2. custombrime and the solvent removed
  3. dissolutionThe solid residue was dissolved in diethyl ether
  4. filtrationfiltered through Supercel®, hexane
  5. additionadded

Sources & evidence

ORD record
ord-d3bbda405cfb456fbfcc0603f8cdf6eb
Source dataset
uspto-grants-1987_10
Patent number
US04698445

Reaction notes

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