Nitric Acid → HCID 19097121, compound

HRID 1581017Notes

Reaction equation

HRID 1581017 reaction equation
[CH:1]([NH:3][C:4]1[S:5][CH:6]=[CH:7][C:8]=1[C:9]([OH:11])=[O:10])=[O:2].S(=O)(=O)(O)O.OS(O)(=O)=O.O=S(=O)=O.[N+:26]([O-])([OH:28])=[O:27]>>[CH:1]([NH:3][C:4]1[S:5][C:6]([N+:26]([O-:28])=[O:27])=[CH:7][C:8]=1[C:9]([OH:11])=[O:10])=[O:2]

Participants

5

Reactant 4

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 24681Fuming sulfuric acidHCID 35572802-formamidothiophene-3-carboxylic acid

Product 1

HCID 19097121HCID 19097121, compoundYield 90%

Conditions

Temperature
-5 °C

Procedure

51.3 parts of 2-formylaminothiophene-3-carboxylic acid are added to 500 parts of sulphuric acid (sp.gr. 1.84) at a temperature below 10°C, and 56.7 parts of a nitrating mixture (obtained by mixing together 633 parts of 20% oleum and 348 parts of nitric acid of sp.gr. 1.50) are then slowly added, the temperature of the mixture being maintained at -10° to -5°C by external cooling. The mixture is stirred for 5 minutes at -5°C, poured into an ice/water mixture and the precipitated 2-formylamino-5-nitrothiophene-3-carboxylic acid (90% yield) is filtered off, washed with water and dried.

Workup

  1. customobtained
  2. addition1.50) are then slowly added
  3. temperaturethe temperature of the mixture being maintained at -10° to -5°C by external cooling

Sources & evidence

ORD record
ord-8d8db8901ec54444b718531536dbe4fe
Source dataset
uspto-grants-1976_01
Patent number
US03935232

Reaction notes

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