Sodium Chloride → HCID 21322899, compound

HRID 26355

Reaction equation

HRID 26355 reaction equation
[C:1]1([P:7](=[O:10])([OH:9])[OH:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:11][S:12](O)(=[O:14])=[O:13].[Cl-].[Na+]>>[P:7]([C:1]1[CH:6]=[C:5]([S:12]([Cl:11])(=[O:14])=[O:13])[CH:4]=[CH:3][CH:2]=1)([OH:9])([OH:8])=[O:10]

Participants

4

Reactant 3

HCID 5234Sodium ChlorideHCID 15295Phenylphosphonic Acid4×HCID 24638Chlorosulfonic acid4×

Product 1

HCID 21322899HCID 21322899, compound

Conditions

Temperature
140 °C

Procedure

The preparation was undertaken as a modification of the process for forming 3-carboxybenzenesulfonyl chloride as reported in J. Chem. Soc. (C), page 11 et seq. (1968) by R. J. W. Cremlyn. Phenylphosphonic acid was added in portions to chlorosulfonic acid; about 10 moles of chlorosulfonic acid per mole of phenylphosphonic acid were employed. The initial mixing step was exothermic, causing the temperature of the mixture to rise to about 90° C. After completion of the addition of the phenylphosphonic acid to the chlorosulfonic acid, the reaction mixture was heated to about 140° C. for about two hours. Reaction proceeded according to the equation ##STR5## Attempts to lower the molar ratio of chlorosulfonic acid: phenylphosphonic acid, by addition of sodium chloride (to remove sulfuric acid from the reaction mixture), caused uncontrollable frothing.

Workup

  1. additionThe initial mixing step
  2. customto rise to about 90° C
  3. customReaction
  4. customto remove sulfuric acid from the reaction mixture),

Sources & evidence

ORD record
ord-2f67df89272540589f303ba72bc7384c
Source dataset
uspto-grants-1979_04
Patent number
US04150021

Linked notes

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