تفاعل #2298613

ord-cf0ed24154e14f5f9a947583dc6bd10b

معادلة التفاعل

CC(=O)OC(C)=O
acetic anhydride
COC(=O)c1sc(C)c(C)c1N
methyl 3-amino-4-methyl-2-thiophenecarboxylic acid methyl ester
COC(=O)c1scc(C)c1NC=O
3-(formylamino)-4-methyl-2-thiophenecarboxylic acid methyl ester
المردود 95.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةwhile cooling in an ice bath
  2. 2
    أخرىThe cooling bath was removed
  3. 3
    workup.ADDITIONThe reaction mixture was diluted with water (100 mL)
  4. 4
    ترشيحthe solid product collected by vacuum filtration

الإجراء التجريبي

Formic acid (53 mL) was added to acetic anhydride (53 mL) while cooling in an ice bath. Solid methyl 3-amino-4-methyl-2-thiophenecarboxylic acid methyl ester (1, 18.2 g, 0.11 mol) was added to the cold solution in small portions. The cooling bath was removed and the resulting suspension was stirred at room temperature for 4 hours. The reaction mixture was diluted with water (100 mL) and the solid product collected by vacuum filtration to yield 3-(formylamino)-4-methyl-2-thiophenecarboxylic acid methyl ester (20.2 g, 95% yield) as a white solid.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: USRE039267E1uspto-grants-2006_09