Sulfamic Acid → 3-Nitrobenzenesulfonyl chloride

HRID 846305Notes

Reaction equation

[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)([O-:3])=[O:2].[Cl:10][S:11](O)(=[O:13])=[O:12].S(=O)(=O)(O)N>>[N+:1]([C:4]1[CH:9]=[C:8]([S:11]([Cl:10])(=[O:13])=[O:12])[CH:7]=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

Reactant 3

HCID 5987Sulfamic Acid

HCID 7416Nitrobenzene

HCID 24638Chlorosulfonic acid

Product 1

HCID 84763-Nitrobenzenesulfonyl chlorideYield 79%

Procedure

123.1 g (1.0 mol) of nitrobenzene and 582.5 g (5.0 mol) of chlorosulfonic acid are reacted as described in Example 20, but without addition of sulfamic acid. 175.1 g of dry 3-nitrobenzenesulfonyl chloride, corresponding to a yield of 79.0% of theory, are obtained.

Sources & evidence

ORD record: ord-a91edc61f6bf4c008f2bc27af7f111ba
Source dataset: uspto-grants-1992_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05136043

Reaction notes

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