Nitric Acid → 5-Chloro-4-nitrothiophene-2-sulfonyl chloride

HRID 616726

Reaction equation

HRID 616726 reaction equation
[Cl:1][C:2]1[S:6][C:5]([S:7]([Cl:10])(=[O:9])=[O:8])=[CH:4][CH:3]=1.[N+:11]([O-])([OH:13])=[O:12]>S(=O)(=O)(O)O>[Cl:1][C:2]1[S:6][C:5]([S:7]([Cl:10])(=[O:9])=[O:8])=[CH:4][C:3]=1[N+:11]([O-:13])=[O:12]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 27339255-Chlorothiophene-2-sulfonyl chloride

Product 1

HCID 27357835-Chloro-4-nitrothiophene-2-sulfonyl chloride

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
25 °C

Procedure

A 32.5-g (0.15 mol) sample of 5-chloro-2-thienylsulfonyl chloride was added in small portions to a stirred solution of 150 ml concentrated nitric acid and 150 ml concentrated sulfuric acid. After the addition was completed, the reaction mixture was stirred at about 25° C overnight. The reaction mixture was then diluted with ice water and filtered to give the 5-chloro-4-nitro-2-thienylsulfonyl chloride product.

Workup

  1. additionAfter the addition
  2. filtrationfiltered

Sources & evidence

ORD record
ord-5f85466c5728470e8f71830812e4e1aa
Source dataset
uspto-grants-1978_02
Patent number
US04075347

Linked notes

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