Acetic Anhydride → methyl 3-acetamidothiophene-2-carboxylate

HRID 2250503노트

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HRID 2250503 반응식
[C:1](OC(=O)C)(=[O:3])[CH3:2].[NH2:8][C:9]1[CH:13]=[CH:12][S:11][C:10]=1[C:14]([O:16][CH3:17])=[O:15]>C1(C)C=CC=CC=1>[C:1]([NH:8][C:9]1[CH:13]=[CH:12][S:11][C:10]=1[C:14]([O:16][CH3:17])=[O:15])(=[O:3])[CH3:2]

참가 물질

4

반응물 2

HCID 7918Acetic AnhydrideHCID 89652Methyl 3-amino-2-thiophenecarboxylate

생성물 1

HCID 729216methyl 3-acetamidothiophene-2-carboxylate

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
0 °C

실험 절차

With simultaneous heating in an oil bath, 567 ml of acetic anhydride are added dropwise to a mixture of 942 g of methyl 3-aminothiophene-2-carboxylate and 1 000 ml of toluene, and the mixture is then boiled under reflux conditions for 1½ hours and subsequently cooled in an ice bath to about 0° C. The crystals are filtered off and washed twice with a little isopropanol and twice with diisopropyl ether. Methyl 3-acetylaminothiophene-2-carboxylate can be obtained from the filtrate by further concentration and crystallization. M.p. 93-95° C.

후처리

  1. temperatureWith simultaneous heating in an oil bath
  2. waitthe mixture is then boiled under reflux conditions for 1½ hours
  3. filtrationThe crystals are filtered off
  4. washwashed twice with a little isopropanol and twice with diisopropyl ether

출처 및 근거

ORD 기록
ord-e696b7be9b2f453fb70ae11bf1ab8c40
출처 데이터셋
uspto-grants-2008_01
특허 번호
US07317033B2

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