4-amino-3-nitrobenzenesulfonyl fluoride → HCID 21835099, compound

HRID 1599199Notes

Reaction equation

HRID 1599199 reaction equation
[N+:1]([C:4]1[CH:10]=[C:9]([S:11]([F:14])(=[O:13])=[O:12])[CH:8]=[CH:7][C:5]=1[NH2:6])([O-:3])=[O:2].[Cl:15]([O-])(=O)=O.[Na+]>Cl.O>[N+:1]([C:4]1[CH:10]=[C:9]([S:11]([F:14])(=[O:12])=[O:13])[CH:8]=[C:7]([Cl:15])[C:5]=1[NH2:6])([O-:3])=[O:2]

Participants

5

Reactant 2

HCID 2833264-amino-3-nitrobenzenesulfonyl fluorideHCID 516902Sodium Chlorate

Product 1

HCID 21835099HCID 21835099, compoundYield 177.7%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

2-Nitro-4-fluorosulphonylaniline (10 g) was dispersed in 30% HCl (63.6 g), cooled to 0°-5° C. and sodium chlorate (2 g) dissolved in water (3.6 g) added dropwise ensuring maintaining the temperature at 0°-5° C. After 30 minutes reaction mixture drowned onto ice and precipitate collected, washed with water and suction dried to yield 8.5 g of 2-Nitro-4-fluorosulphonyl-6-chloroaniline.

Workup

  1. temperaturecooled to 0°-5° C.
  2. additionadded dropwise
  3. temperatureensuring maintaining the temperature at 0°-5° C
  4. customAfter 30 minutes reaction mixture
  5. customcollected
  6. washwashed with water and suction
  7. customdried

Sources & evidence

ORD record
ord-7e80df8ec6d74440a91d17b2b41c9483
Source dataset
uspto-grants-1998_04
Patent number
US05739299

Reaction notes

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