Hydrochloric Acid → HCID 15020029, compound

HRID 1197237Notes

Reaction equation

HRID 1197237 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([S:9]([CH3:12])(=[O:11])=[O:10])=[CH:4][C:3]=1[N+:13]([O-:15])=[O:14].[CH3:16][O:17][CH:18](O)[CH3:19].[OH-:21].[K+].Cl>O>[CH3:16][O:17][CH2:18][CH2:19][O:21][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([S:9]([CH3:12])(=[O:11])=[O:10])=[CH:4][C:3]=1[N+:13]([O-:15])=[O:14]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 30156371-Methoxyethanol2×HCID 21876260HCID 21876260, compound

Product 1

HCID 15020029HCID 15020029, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

To a mixture consisting of 50 g of 2,4-dichloro-5-methanesulfonylnitrobenzene and 150 ml of methoxyethanol was added dropwise a methoxyethanol solution of potassium hydroxide (potassium hydroxide 14.6 g/methoxyethanol 150 ml) while keeping the temperature at -5° C. or below. The reaction was carried out at -2° C. for 30 minutes and the reaction mixture was neutralized by adding 4 ml of concentrated hydrochloric acid. The neutralized mixture was heated to 90° C, whereby a uniform solution was formed. After the solution was cooled to 70° C., 220 ml of warm water was added dropwise thereto. The resulting precipitated crystal was recovered by filtration and dried to obtain 2-methoxyethoxy-4-chloro-5-methanesulfonylnitrobenzene. Yield: 50 g (87%).

Workup

  1. customat -5° C. or below
  2. customwhereby a uniform solution was formed
  3. temperatureAfter the solution was cooled to 70° C.
  4. customThe resulting precipitated crystal
  5. filtrationwas recovered by filtration
  6. customdried

Sources & evidence

ORD record
ord-8a0054b3566d47d785699ef7922dd82e
Source dataset
uspto-grants-1992_05
Patent number
US05117064

Reaction notes

Loading…