Hydrochloric Acid → HCID 19857530, compound

HRID 2073157Notes

Reaction equation

HRID 2073157 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].[CH3:15][NH:16][CH2:17][CH2:18][OH:19].Cl>O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:16]([CH3:15])[CH2:17][CH2:18][OH:19])(=[O:10])=[O:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7323Benzenesulfonyl chloride, 4-chloro-3-nitro-HCID 80162-(Methylamino)ethanol

Product 1

HCID 19857530HCID 19857530, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution containing 500 g of 4-chloro-3-nitrobenzenesulfonyl chloride in 1,000 ml of acetonhitrile was dropwise added to a solution containing 161 g of N-methylethanolamine in 1,500 ml of water as the mixture was cooled with ice-cold water. After the conclusion of dropwise addition, the stirring was continued for 1 hour at 20° C., and then the reaction mixture was made weakly acidic with dilute hydrochloric acid, extracted with ethyl acetate, washed 4 to 5 times with dilute hydrochloric acid, and concentrated. Thus, the intended oily matter was obtained. Yield: 459 g. Yield rate: 86%.

Workup

  1. additionwas dropwise added to a solution
  2. temperaturewas cooled with ice-cold water
  3. additionAfter the conclusion of dropwise addition
  4. extractionextracted with ethyl acetate
  5. washwashed 4 to 5 times with dilute hydrochloric acid
  6. concentrationconcentrated
  7. customThus, the intended oily matter was obtained
  8. customYield rate

Sources & evidence

ORD record
ord-5420e6197e8f40a3aa3149ea0213ba99
Source dataset
uspto-grants-1990_04
Patent number
US04916047

Reaction notes

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