Phosphorus oxychloride → 4-Chlorosulfonyl-2-(2-Pyridylazo)-1-Naphthol

HRID 621394Notes

Reaction equation

HRID 621394 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([S:12](O)(=[O:14])=[O:13])=[CH:4][C:3]=1[N:16]=[N:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=1.P(Cl)(Cl)([Cl:26])=O>>[Cl:26][S:12]([C:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:2]([OH:1])=[C:3]([N:16]=[N:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=2)[CH:4]=1)(=[O:14])=[O:13]

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 827254-Hydroxy-3-[2-(2-pyridinyl)diazenyl]-1-naphthalenesulfonic acid

Product 1

HCID 1357895464-Chlorosulfonyl-2-(2-Pyridylazo)-1-Naphthol

Procedure

A mixture consisting of 10 g of 4-hydroxy-3-(2-pyridylazo)-1-naphthalenesulfonic acid prepared by the process of Japanese patent application (OPI) No. 35533/78 (the term "OPI" as used herein means "unexamined published patent application"), 100 ml of sulforan, and 15 ml of phosphorous oxychloride was heated at an inner temperature of from 55° to 65° C. for 3 hours while stirring. The reaction mixture was cooled to room temperature and poured into 1 l of ice-water. The precipitated crystals were collected by filtration, washed with water, and air-dried to obtain 10.1 g of the desired compound.

Workup

  1. customprepared by the process of Japanese patent application (OPI) No
  2. temperaturewas heated at an inner temperature of from 55° to 65° C. for 3 hours
  3. filtrationThe precipitated crystals were collected by filtration
  4. washwashed with water
  5. customair-dried

Sources & evidence

ORD record
ord-b442e9d2e596440f9e0169ee99d7cd69
Source dataset
uspto-grants-1989_04
Patent number
US04824485

Reaction notes

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