Succinic anhydride → 3-(4,5,7-Trifluorobenzothiazol-2-yl)propionic acid

HRID 1940610

반응식

HRID 1940610 반응식
[NH2:1][C:2]1[C:7]([F:8])=[C:6]([F:9])[CH:5]=[C:4]([F:10])[C:3]=1[SH:11].[C:12]1(=O)[O:17][C:15](=[O:16])[CH2:14][CH2:13]1.C(=O)([O-])[O-].[Na+].[Na+]>CN1C(=O)CCC1>[F:8][C:7]1[C:2]2[N:1]=[C:12]([CH2:13][CH2:14][C:15]([OH:17])=[O:16])[S:11][C:3]=2[C:4]([F:10])=[CH:5][C:6]=1[F:9]

참가 물질

5

반응물 3

HCID 7922Succinic anhydrideHCID 10340Sodium CarbonateHCID 10419759HCID 10419759, 화합물

생성물 1

HCID 214635293-(4,5,7-Trifluorobenzothiazol-2-yl)propionic acid수율 83%

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매2회

반응 조건

온도
100 °C

실험 절차

To a solution of 2-amino-3,4,6-trifluorothiophenol (1.79 g, 10 mmol) in NMP (5 ml) was added dropwise a solution of succinic anhydride (1.0 g, 10 mmol) in NMP (5 ml) at ambient temperature under a nitrogen stream and the mixture was heated to 100° C. for 1 hour. The resultant mixture was basified by dilution with aqueous sodium carbonate and washed with ether. The aqueous layer was acidified with 7% hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with water, then dried and evaporated to yield crude crystals, which were washed with hexane-isopropyl ether to give 3-(4,5,7-trifluorobenzothiazol-2-yl)propionic acid 2.16 g, 83%).

후처리

  1. washwashed with ether
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with water
  4. customdried
  5. customevaporated
  6. customto yield crude crystals, which
  7. washwere washed with hexane-isopropyl ether

출처 및 근거

ORD 기록
ord-20d866f4e5b646daacf29ca62ccc8cd8
출처 데이터셋
uspto-grants-1997_12
특허 번호
US05700819

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