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Water → N-(3-Carbomethoxy-5-methyl-2-thienyl)-2-methylpropanamide

HRID 27663
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HRID 27663 반응식
[C:1](Cl)(=[O:5])[CH:2]([CH3:4])[CH3:3].[CH3:7][O:8][C:9]([C:11]1[CH:15]=[C:14]([CH3:16])[S:13][C:12]=1[NH2:17])=[O:10].O>CN(C)P(N(C)C)(N(C)C)=O>[C:9]([C:11]1[CH:15]=[C:14]([CH3:16])[S:13][C:12]=1[NH:17][C:1](=[O:5])[CH:2]([CH3:4])[CH3:3])([O:8][CH3:7])=[O:10]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 962WaterHCID 62325Isobutyryl chlorideHCID 675878Methyl-2-amino-5-methyl-3-thiophenecarboxylate

생성물 1

HCID 23341602N-(3-Carbomethoxy-5-methyl-2-thienyl)-2-methylpropanamide수율 88%

시약·촉매·용매 1

HCID 12679Hexamethylphosphoramide용매

실험 절차

isoButyryl chloride (22.4 g) was added dropwise during 40 minutes to a stirred solution of methyl-2-amino-5-methyl-3-thiophenecarboxylate (34.2 g, 0.2 mol) in dry hexamethylphosphoramide (100 ml) kept at 5°-10° C. This temperature was maintained for a further 1 hour and then the reaction was kept at room temperature for 16 hours. The reaction mixture was poured into water (1600 ml) and the yellow precipitate was filtered off, washed with water and dried at 50° C. Recrystallization of the solid from petroleum ether (b.p. 60°-80° C. yielded cream crystals (39.6 g, 88%), m.p. 63°-65° C.

후처리

  1. customkept at 5°-10° C
  2. temperatureThis temperature was maintained for a further 1 hour
  3. filtrationthe yellow precipitate was filtered off
  4. washwashed with water
  5. customdried at 50° C
  6. customRecrystallization of the solid from petroleum ether (b.p. 60°-80° C.

출처 및 근거

ORD 기록
ord-7ea8e8582c974c81835c5f7c64586ab0
출처 데이터셋
uspto-grants-1980_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04222946

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