Potassium Carbonate → 4-Nitrophenyl 1,3-thiazol-5-ylmethyl carbonate

HRID 55735노트

반응식

HRID 55735 반응식
Cl.[N+:2]([C:5]1[CH:20]=[CH:19][C:8]([O:9][C:10]([O:12][CH2:13][C:14]2[S:18][CH:17]=[N:16][CH:15]=2)=[O:11])=[CH:7][CH:6]=1)([O-:4])=[O:3].C(=O)([O-])[O-].[K+].[K+]>C(OCC)(=O)C>[N+:2]([C:5]1[CH:6]=[CH:7][C:8]([O:9][C:10]([O:12][CH2:13][C:14]2[S:18][CH:17]=[N:16][CH:15]=2)=[O:11])=[CH:19][CH:20]=1)([O-:4])=[O:3]

참가 물질

4

반응물 2

HCID 11430Potassium CarbonateHCID 218783405-Hydroxymethylthiazole 4-nitrophenylcarbonate hydrochloride

생성물 1

HCID 98821474-Nitrophenyl 1,3-thiazol-5-ylmethyl carbonate수율 93.8%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

5-(p-Nitrophenoxycarbonyloxymethyl)thiazole hydrochloride (3.0 g) was slurried in ethyl acetate (30 mL) and cooled to 10°-15° C. A solution of 5% aqueous potassium carbonate (30 mL) was added with rapid stirring. After 15 minutes, stirring was stopped and the aqueous layer was separated. The organic layer was dried with Na2SO4 (3 g), filtered, and solvent was distilled under vacuum to give 2.49 g of the title compound as a brown syrup which slowly solidified, mp. 62°-64° C. 1H NMR (CDCl3) δ8.90 (d, 1H), 8.29 (m, 2H), 8.01 (d, 1H), 7.39 (m, 2H), 5.52 (s, 2H). 13C NMR (CDCl3) δ155.4, 155.2, 152.2, 145.4, 144.9, 130.6, 125.3, 121.6, 61.9.

후처리

  1. temperaturecooled to 10°-15° C
  2. customthe aqueous layer was separated
  3. dry with materialThe organic layer was dried with Na2SO4 (3 g)
  4. filtrationfiltered
  5. distillationsolvent was distilled under vacuum

출처 및 근거

ORD 기록
ord-907521d8eb1b46afa5ddc7e6f110bdf6
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05625072

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