Acetic Anhydride → HCID 1477332, compound

HRID 1679091Notes

Reaction equation

HRID 1679091 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 was itself 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 while maintaining the pH at 6-7, 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 being isolated and then deacetylated by heating in an aqueous solution of sulphuric acid. Table I gives further Examples of the dyestuffs of the invention of the formula ##STR16## the symbols of which have the values given in the respective columns of the Table, while the last column of the Table gives the shades obtained when the dyestuffs are applied to an aromatic polyester textile material.

Workup

  1. customobtained
  2. customat 80° C
  3. temperaturewhile maintaining the pH at 6-7

Sources & evidence

ORD record
ord-c02b2d4376654339aba33184f3f67b71
Source dataset
uspto-grants-1978_03
Patent number
US04079050

Reaction notes

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