Thionyl Chloride → HCID 19832966, compound

HRID 1390085Notes

Reaction equation

HRID 1390085 reaction equation
[Na+].[C:2]([O:5][C:6]1[C:15]([O:16][C:17](=[O:19])[CH3:18])=[CH:14][C:13]2[C:8](=[CH:9][C:10]([S:20]([O-:23])(=O)=[O:21])=[CH:11][CH:12]=2)[CH:7]=1)(=[O:4])[CH3:3].S(Cl)([Cl:26])=O>CN(C=O)C>[C:2]([O:5][C:6]1[C:15]([O:16][C:17](=[O:19])[CH3:18])=[CH:14][C:13]2[C:8](=[CH:9][C:10]([S:20]([Cl:26])(=[O:23])=[O:21])=[CH:11][CH:12]=2)[CH:7]=1)(=[O:4])[CH3:3]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 88763773HCID 88763773, compound

Product 1

HCID 19832966HCID 19832966, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 14.4 g. (0.0416 mole) of 2,3-diacetoxy-7-naphthalenesulfonic acid sodium salt, 150 ml. of thionyl chloride and 1 ml. of DMF was stirred 1 hr. at room temperature and 1 hr. at reflux, cooled to room temperature and poured into 1 l. of petroleum ether. The solid was collected, washed with petroleum ether and dried to give 11.3 g. (79.9%) of cream-colored product, m.p. 158°-167° C.

Workup

  1. additionA mixture of 14.4 g
  2. customat room temperature
  3. custom1 hr
  4. temperatureat reflux
  5. additionpoured into 1 l
  6. customThe solid was collected
  7. washwashed with petroleum ether
  8. customdried
  9. customto give 11.3 g

Sources & evidence

ORD record
ord-629583524e594f119790de5718f3b36e
Source dataset
uspto-grants-1981_01
Patent number
US04247459

Reaction notes

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