Formic Acid → HCID 13292579, compound

HRID 979320Notes

Reaction equation

HRID 979320 reaction equation
[C:1](OC(=O)C)(=[O:3])C.C(O)=O.[CH3:11][S:12][C:13](=[O:22])[C:14]([C:16]1[N:17]=[C:18]([NH2:21])[S:19][CH:20]=1)=[O:15]>O>[CH3:11][S:12][C:13](=[O:22])[C:14]([C:16]1[N:17]=[C:18]([NH:21][CH:1]=[O:3])[S:19][CH:20]=1)=[O:15]

Participants

5

Reactant 3

HCID 284Formic AcidHCID 7918Acetic AnhydrideHCID 13269662HCID 13269662, compound

Product 1

HCID 13292579HCID 13292579, compoundYield 95.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent3×

Procedure

A mixture of 40.8 g of acetic anhydride and 18.4 g of formic acid was stirred at 40° to 45° C. for 1 hour. To the resulting mixture was added 20.2 g of 2-(2-aminothiazol-4-yl)thioglyoxylic S-acid metyl ester, with water-cooling, after which the resulting mixture was stirred at 25° C. for 1 hour. Subsequently, 160 ml of water was added dropwise to the thus obtained reaction mixture with ice-cooling, after which the resulting mixture was stirred with water-cooling for 30 minutes, and the deposited crystals were collected by filtration. The crystals were washed successively with water and acetone and then dried to obtain 21.9 g (94.4% yield) of 2-(2-formylaminothiazol-4-yl)thioglyoxylic S-acid methyl ester having a melting point of above 230° C.

Workup

  1. stirringafter which the resulting mixture was stirred at 25° C. for 1 hour
  2. temperaturecooling
  3. temperaturecooling for 30 minutes
  4. filtrationthe deposited crystals were collected by filtration
  5. washThe crystals were washed successively with water and acetone
  6. customdried

Sources & evidence

ORD record
ord-f9232303b4d64f849d238896b2b782ae
Source dataset
uspto-grants-1987_05
Patent number
US04667040

Reaction notes

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