Hydrochloric Acid → HCID 21226522, compound

HRID 1496786Notes

Reaction equation

HRID 1496786 reaction equation
[Na].[C:2]1([S:16](O)(=O)=O)[C:15]2[C:6](=[CH:7][C:8]3[C:13]([CH:14]=2)=[CH:12][CH:11]=[CH:10][CH:9]=3)[CH:5]=[CH:4][CH:3]=1.P(Cl)(Cl)Cl.P(Cl)(Cl)(Cl)(Cl)Cl.C1(S(Cl)(=O)=O)C2C(=CC3C(C=2)=CC=CC=3)C=CC=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].Cl>C1COCC1>[C:2]1([SH:16])[C:15]2[C:6](=[CH:7][C:8]3[C:13]([CH:14]=2)=[CH:12][CH:11]=[CH:10][CH:9]=3)[CH:5]=[CH:4][CH:3]=1

Participants

8

Reactant 6

HCID 313Hydrochloric AcidHCID 24387Phosphorus trichlorideHCID 24819Phosphorus pentachlorideHCID 2844471-Anthracenesulfonyl chloride2×HCID 21226445Aluminium lithium hydrideHCID 86660809Anthracene-1-sulfonic acid sodium salt

Product 1

HCID 21226522HCID 21226522, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The reaction of anthracene (Tokyo chemical industry Co., Ltd) with sulfur trioxide (Tokyo chemical industry Co., Ltd) was conducted in the presence of the piperidine catalyst to synthesize β-anthracenesulfonic acid, followed by a treatment with a sodium hydroxide solution to obtain anthracenesulfonic acid sodium. The obtained anthracenesulfonic acid sodium was allowed to react with phosphorous trichloride and phosphorous pentachloride (Tokyo chemical industry Co., Ltd) in a solvent of phosphorous dichloride (Tokyo chemical industry Co., Ltd) at the temperature of 120° C., thereby obtaining anthracenesulfonyl chloride. In THF, anthracenesulfonyl chloride was allowed to react with lithium aluminum hydride, followed by a treatment with hydrochloric acid to yield anthracene thiol.

Sources & evidence

ORD record
ord-58507216158e470782b380e10ec13847
Source dataset
uspto-grants-2015_12
Patent number
US09199130B2

Reaction notes

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