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Water → HCID 20254373, 화합물

HRID 1659392
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HRID 1659392 반응식
[CH3:1][NH:2][C:3]1[S:4][CH:5]=[C:6]([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])[N:7]=1.Cl[C:15]([O:17][C:18]([CH2:21][CH3:22])([CH3:20])[CH3:19])=[O:16].O>N1C=CC=CC=1.C(Cl)Cl>[CH3:1][N:2]([C:3]1[S:4][CH:5]=[C:6]([CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])[N:7]=1)[C:15]([O:17][C:18]([CH2:21][CH3:22])([CH3:20])[CH3:19])=[O:16]
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반응물 3

HCID 962WaterHCID 15051328Carbonochloridic acid, 1,1-dimethylpropyl esterHCID 20254369Ethyl 2-[2-(methylamino)-1,3-thiazol-4-yl]acetate

생성물 1

HCID 20254373HCID 20254373, 화합물

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 6344Dichloromethane용매

실험 절차

To a solution of ethyl 2-(2-methylamino-1,3-thiazol-4-yl)acetate, which can be represented as ethyl 2-(2-methylimino-2,3-dihydro-1,3-thiazol-4-yl)acetate, (8 g.) in a mixture of pyridine (80 ml.) and methylene chloride (40 ml.) was dropwise added tert-pentyl chloroformate over 2 hours at -25° to -20° C. with stirring, and the mixture was stirred for 30 minutes at the same temperature. After the reaction, the reaction mixture was poured into water (200 ml.), the mixture was extracted with ethyl acetate (300 ml.), and then the organic layer was separated. The organic layer was washed with 2 N hydrochloric acid, water, 5% sodium bicarbonate aqueous solution and water in turn. The organic layer was dried over magnesium sulfate and then concentrated to give oil of ethyl 2-[2-(N-methyl-N-tert-pentyloxycarbonylamino)-1,3-thiazol-4-yl]acetate (14.5 g.).

후처리

  1. customover 2 hours
  2. customat -25° to -20° C.
  3. stirringthe mixture was stirred for 30 minutes at the same temperature
  4. customAfter the reaction
  5. extractionthe mixture was extracted with ethyl acetate (300 ml.)
  6. customthe organic layer was separated
  7. washThe organic layer was washed with 2 N hydrochloric acid, water, 5% sodium bicarbonate aqueous solution and water in turn
  8. dry with materialThe organic layer was dried over magnesium sulfate
  9. concentrationconcentrated

출처 및 근거

ORD 기록
ord-4e3a9b7c294b4e4d84006f7e7d508876
출처 데이터셋
uspto-grants-1981_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04303655

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