3-Methyl-2-thiophenecarboxaldehyde → HCID 53965120, compound

HRID 982406Notes

Reaction equation

HRID 982406 reaction equation
[CH2:1]1[C:6](=[O:7])[O:5][CH2:4][C:2]1=[O:3].[CH3:8][C:9]1[CH:13]=[CH:12][S:11][C:10]=1[CH:14]=O>C(Cl)(Cl)Cl>[CH3:8][C:9]1[CH:13]=[CH:12][S:11][C:10]=1[CH:14]=[C:1]1[C:2](=[O:3])[CH2:4][O:5][C:6]1=[O:7]

Participants

4

Reactant 2

HCID 799113-Methyl-2-thiophenecarboxaldehydeHCID 521261Tetronic acid

Product 1

HCID 53965120HCID 53965120, compoundYield 42%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

1.00 gm of tetronic acid (FW=100, 10mmole) was added to a stirring solution of 3.78 gm of 3-methyl-2-thiophenecarboxaldehyde (FW=126, 30 mmole) together with 1 mL conc. Hc1. The mixture was stirred for 40 minutes after which all had solidified. The residue was dissolved in CHCl3 and washed with water, dried with HgSO4, filtered and put through a silica plug with CHCl3. The yellow crystals had a melting point of 164°-166° C. (lit. 164-165). The yield was 42%. All other spectral data corresponded with the published ones. C10H8O3S: %C 57.69; %H 3.87; found %C 57.81; %H 3.82. NMR results: 1HNMR (d6DMSO(H2 0)/TMS) δ 2.56 (3H, s); 4.71 (2H, d, 7 Hz); 7.28 (1H, m); 8.01 (1H, m); 8.27 (1H, m).

Workup

  1. washwashed with water
  2. dry with materialdried with HgSO4
  3. filtrationfiltered
  4. customNMR results

Sources & evidence

ORD record
ord-a91487d095d04b42b4f754283ff09122
Source dataset
uspto-grants-1991_02
Patent number
US04996227

Reaction notes

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