Sodium Nitrate → HCID 12573606, compound

HRID 2286350Notes

Reaction equation

HRID 2286350 reaction equation
[C:1]1([S:11]([O-:14])(=[O:13])=[O:12])[CH:6]=[CH:5][CH:4]=[C:3]([S:7]([O-:10])(=[O:9])=[O:8])[CH:2]=1.[Na+:15].[Na+].[N+:17]([O-])([O-:19])=[O:18].[Na+]>S(=O)(=O)(O)O>[N+:17]([C:5]1[CH:6]=[C:1]([S:11]([O-:14])(=[O:13])=[O:12])[CH:2]=[C:3]([S:7]([O-:10])(=[O:9])=[O:8])[CH:4]=1)([O-:19])=[O:18].[Na+:15].[Na+:15]

Participants

4

Reactant 2

HCID 24268Sodium NitrateHCID 71577Disodium benzene-1,3-disulfonate

Product 1

HCID 12573606HCID 12573606, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

In accordance with the above flowchart, a disodium benzene-1,3-disulfonate (1) is treated with sodium nitrate in concentrated sulfuric acid at 65° C. for several hours producing disodium 5-nitrobenzene-1,3-disulfonate (2), which is then reacted with thionyl chloride in dimethylformamide at reflux with crystallization from a boiling mixture of chloroform and carbon tetrachloride to give 5-nitro-1,3-benzenedisulfonyl chloride (3).

Sources & evidence

ORD record
ord-c7623f33a7d74ba6b3fe1b66efa02143
Source dataset
uspto-grants-1981_05
Patent number
US04265908

Reaction notes

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