Sodium Hydroxide → 2-(beta-Hydroxypropylthio)nitrobenzene

HRID 66647

Reaction equation

HRID 66647 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[SH:10])([O-:3])=[O:2].Cl[CH2:12][CH:13]([OH:15])[CH3:14].[OH-].[Na+]>O>[OH:15][CH:13]([CH3:14])[CH2:12][S:10][C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[N+:1]([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 21002o-NitrobenzenethiolHCID 313701-Chloro-2-propanol

Product 1

HCID 205306742-(beta-Hydroxypropylthio)nitrobenzeneYield 94.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In accordance with Reaction I of Example 1, 15.5 g. (0.1 mole) of 2-nitrothiophenol, 11.34 g. (0.12 mole) of 1-chloro-2-propanol, 4.0 g. (0.1 mole) of sodium hydroxide and 150 ml. of water were used for the reaction and an oily product was extracted with benzene after the reaction and benzene was distilled off after a dehydration to obtain 20.2 g. of blackish brawn liquid 2-(β-hydroxypropylthio)nitrobenzene (yield of 94.8%).

Workup

  1. customIn accordance with Reaction I of Example 1, 15.5 g
  2. extractionan oily product was extracted with benzene
  3. customafter the reaction and benzene
  4. distillationwas distilled off after a dehydration
  5. customto obtain 20.2 g

Sources & evidence

ORD record
ord-86835705cda74f718b42990acbcada29
Source dataset
uspto-grants-1982_08
Patent number
US04342859

Linked notes

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