Trifluoroacetic acid → HCID 178470137、化合物

HRID 2295731ノート

反応式

HRID 2295731 の反応式
FC(F)(F)S(O)(=O)=O.C1(OC)C=CC=CC=1.FC(F)(F)C(O)=O.[Cl:24][C:25]1[CH:34]=[C:33]2[C:28]([C:29](=[O:50])[CH:30]([C:45]([O:47][CH2:48][CH3:49])=[O:46])[CH:31]([S:35]CC3C=CC(OC)=CC=3)[NH:32]2)=[CH:27][C:26]=1[F:51]>>[Cl:24][C:25]1[CH:34]=[C:33]2[C:28]([C:29](=[O:50])[C:30]([C:45]([O:47][CH2:48][CH3:49])=[O:46])=[C:31]([SH:35])[NH:32]2)=[CH:27][C:26]=1[F:51]

参加物

5

反応物 4

HCID 6422Trifluoroacetic acidHCID 7519AnisoleHCID 62406Trifluoromethanesulfonic acidHCID 20473767Ethyl 7-chloro-6-fluoro-2-(4-methoxybenzylthio)-4-oxo-dihydroquinoline-3-carboxylate

生成物 1

HCID 178470137HCID 178470137、化合物

反応条件

温度
0 °C

実験手順

To 1.7 ml (0.01896mol) of trifluoromethane sulfonic acid were added 2.06 mol (0.0189 mol) of anisole and 8.8 ml (0.11378 mol) of trifluoroacetic acid and the mixture was cooled at 0° C. in an ice-sodium chloride bath. With stirring, 2.0 grams (0.0047 mol) of ethyl 7-chloro-6-fluoro-2-(4-methoxybenzylthio)-4-oxo-dihydroquinoline-3-carboxylate was added thereto and the mixture was stirred for about twenty minutes. Then trifluoroacetic acid and anisole were evaporated therefrom under reduced pressure and 15 grams of ice water was added to the residue. Yellow crystals appeared immediately. The crystals were collected by filtration, washed with water, dried, and recrystallized from dimethyl formamide and ether to give ethyl 7-chloro-6-fluoro-2-mercapto-4-oxo-1,4-dihydroquinoline-3-carboxylate. Yellow crystals. Yield 1.4 grams (98 percent). Melting point 221° to 223° C. (decomposition). Elementary analysis calculated as C12H19ClFNO3S: C 47.-7, H 3.01, N 4.64; Found: C 47.81, H 3.25, N 4.81.

後処理

  1. stirringthe mixture was stirred for about twenty minutes
  2. customThen trifluoroacetic acid and anisole were evaporated
  3. additionunder reduced pressure and 15 grams of ice water was added to the residue
  4. filtrationThe crystals were collected by filtration
  5. washwashed with water
  6. customdried
  7. customrecrystallized from dimethyl formamide and ether

出典と根拠

ORDレコード
ord-e638e5529a614f99ae614fbeb87be171
出典データセット
uspto-grants-1984_01
特許番号
US04426381

反応ノート

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