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

HRID 1940610

反応式

HRID 1940610 の反応式
[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]

参加物

5

反応物 3

HCID 7922Succinic anhydrideHCID 10340Sodium CarbonateHCID 10419759HCID 10419759、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒2 回

反応条件

温度
100 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-20d866f4e5b646daacf29ca62ccc8cd8
出典データセット
uspto-grants-1997_12
特許番号
US05700819

関連ノート

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