Acetic Anhydride → HCID 1477332, compound

HRID 2057504Notes

Reaction equation

HRID 2057504 reaction equation
[Na].[C:2]([CH2:4][C:5]([OH:7])=[O:6])#[N:3].[SH:8][CH2:9][CH:10]=O.C(O[C:16](=[O:18])[CH3:17])(=O)C>>[C:16]([NH:3][C:2]1[S:8][CH:9]=[CH:10][C:4]=1[C:5]([OH:7])=[O:6])(=[O:18])[CH3:17]

Participants

5

Reactant 4

HCID 7918Acetic AnhydrideHCID 9740Cyanoacetic acidHCID 77775MercaptoacetaldehydeHCID 5360545Sodium

Product 1

HCID 1477332HCID 1477332, compound

Conditions

Temperature
20 °C

Procedure

The 2-amino-3:5-dinitrothiophene used in the above Example was obtained by reacting the sodium salt of cyanoacetic acid with the dimer of mercaptoacetaldehyde in aqueous medium at 80° C., cooling to 20° C., adding acetic anhydride whilst maintaining the pH of the mixture between 6 and 7, acidifying and isolating the 2-acetylaminothiophene-3-carboxylic acid. This was then dinitrated in sulphuric acid medium at 0° C., the resulting 2-acetylamino-3:5-dinitrothiophene isolated and then deacylated by heating in an aqueous solution of sulphuric acid.

Workup

  1. customwas obtained
  2. customat 80° C.
  3. temperaturewhilst maintaining the pH of the mixture between 6 and 7

Sources & evidence

ORD record
ord-623dc4af1bdf40108f55745b0d03ce9c
Source dataset
uspto-grants-1980_07
Patent number
US04211696

Reaction notes

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