Thionyl Chloride → HCID 818027, compound

HRID 435677Notes

Reaction equation

HRID 435677 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:9]([S:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:10][CH:11]=1)[CH2:7]O)([O-:3])=[O:2].S(Cl)([Cl:21])=O>N1C=CC=CC=1.C(Cl)(Cl)Cl.O>[N+:1]([C:4]1[CH:5]=[C:6]([C:9]([S:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:10][CH:11]=1)[CH2:7][Cl:21])([O-:3])=[O:2]

Participants

6

Reactant 2

HCID 24386Thionyl ChlorideHCID 54372723[5-Nitro-2-(phenylsulfanyl)phenyl]methanol

Product 1

HCID 818027HCID 818027, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 1049PyridineSolventHCID 6212ChloroformSolvent2×

Conditions

Temperature
30 °C

Procedure

170.5 g of 3-nitro-6-(phenylthio)-benzyl alcohol are suspended in 54.5 ml of pyridine and 170 ml of chloroform and treated dropwise at a temperature below 20° C over a period of 30 minutes with a solution of 78 g of thionyl chloride in 55 ml of chloroform. The mixture is stirred for 30 minutes at 30° C and subsequently diluted with water. The organic phase is washed successively with water and aqueous sodium bicarbonate solution, dried over magnesium sulphate and concentrated. There is obtained crude 3-nitro-6-(phenylthio)-benzyl chloride of melting point 58°-60° C.

Workup

  1. washThe organic phase is washed successively with water and aqueous sodium bicarbonate solution
  2. dry with materialdried over magnesium sulphate
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-f733e88ef0fb4dd085659ef801c13f0f
Source dataset
uspto-grants-1977_02
Patent number
US04006144

Reaction notes

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