Sulfamic Acid → Benzenesulfonyl chloride, 4-chloro-3-nitro-

HRID 846307Notes

Reaction equation

HRID 846307 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].[Cl:11][S:12](O)(=[O:14])=[O:13].S(=O)(=O)(O)N>O>[N+:8]([C:3]1[CH:4]=[C:5]([S:12]([Cl:11])(=[O:14])=[O:13])[CH:6]=[CH:7][C:2]=1[Cl:1])([O-:10])=[O:9]

Participants

5

Reactant 3

HCID 5987Sulfamic AcidHCID 69451-Chloro-2-nitrobenzeneHCID 24638Chlorosulfonic acid

Product 1

HCID 7323Benzenesulfonyl chloride, 4-chloro-3-nitro-Yield 82.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

157.6 g (1.0 mol) of 2-chloronitrobenzene and 699 g (6.0 mol) of chlorosulfonic acid are reacted as in Example 22, but without addition of sulfamic acid. 212.8 g of 2-nitrochlorobenzene-4-sulfonyl chloride having a water content of 1.2%, corresponding to 210.2 g of 2-nitrochlorobenzene-4-sulfonyl chloride (82.1% of theory), are obtained.

Sources & evidence

ORD record
ord-0b523908c1514721a314a024d6483a1f
Source dataset
uspto-grants-1992_08
Patent number
US05136043

Reaction notes

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