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

HRID 1599208Notes

Reaction equation

HRID 1599208 reaction equation
[Cl:1][S:2]([C:5]1[S:6][C:7]([Cl:10])=[CH:8][CH:9]=1)(=[O:4])=[O:3].[N+:11]([O-])([OH:13])=[O:12]>>[Cl:1][S:2]([C:5]1[S:6][C:7]([Cl:10])=[C:8]([N+:11]([O-:13])=[O:12])[CH:9]=1)(=[O:4])=[O:3]

Participants

3

Reactant 2

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

Product 1

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

Conditions

Temperature
50 °C

Procedure

2--Chlorosulphonyl-5-chlorothiophene (19.8 parts) was added to fuming nitric acid (80 parts), allowing to exotherm to 35° C. Heated to 50° C. and stirred under these conditions for 2 hours. Cooled to room temperature then poured onto ice/water with vigorous stirring. The white solid was filtered off and dried to yield the product 2-chlorosulphonyl-4-nitro-5-chlorothiophene (19 parts).

Workup

  1. customto exotherm to 35° C
  2. temperatureCooled to room temperature
  3. additionthen poured onto ice/water with vigorous stirring
  4. filtrationThe white solid was filtered off
  5. customdried

Sources & evidence

ORD record
ord-b5bb101f22984ef4a3f22750e9d73d59
Source dataset
uspto-grants-1998_04
Patent number
US05739299

Reaction notes

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