Water → 4-Chloro-2-fluoro-5-propargylthioaniline

HRID 2107348

反応式

HRID 2107348 の反応式
[NH2:1][C:2]1[C:3]([F:10])=[CH:4][C:5]([Cl:9])=[C:6]([SH:8])[CH:7]=1.[OH-].[Na+].O.[CH2:14](Cl)[C:15]#[CH:16]>[Cl-].C([N+](CCCC)(CCCC)CC1C=CC=CC=1)CCC.C(OCC)C>[Cl:9][C:5]1[C:6]([S:8][CH2:16][C:15]#[CH:14])=[CH:7][C:2]([NH2:1])=[C:3]([F:10])[CH:4]=1

参加物

7

反応物 4

HCID 962WaterHCID 122213-Chloro-1-propyneHCID 14798Sodium HydroxideHCID 11019406Benzenethiol, 5-amino-2-chloro-4-fluoro-

生成物 1

HCID 134889534-Chloro-2-fluoro-5-propargylthioaniline収率 31.9%

試薬・触媒・溶媒 2

HCID 159952Benzyltributylammonium chloride触媒HCID 3283Diethyl Ether溶媒

実験手順

To a mixture of 5-amino-2-chloro-4-fluorothiophenol (8.4 g), sodium hydroxide (3 g), water (80 ml), diethyl ether (40 ml) and tributylbenzylammonium chloride (0.1 g), propargyl chloride (5.2 g) was dropwise added at room temperature (ca. 20° to 25° C.), and the resultant mixture was stirred at the same temperature for 3 hours. The water layer was separated and extracted with ether. The ether extract was combined with the ether layer, washed with water, dried and concentrated under reduced pressure. The residue was crystallized from methanol to give 3.25 g of 4-chloro-2-fluoro-5-propargylthioaniline. M.P., 58°-59.5° C.

後処理

  1. additionwas dropwise added at room temperature (ca. 20° to 25° C.)
  2. customThe water layer was separated
  3. extractionextracted with ether
  4. extractionThe ether extract
  5. washwashed with water
  6. customdried
  7. concentrationconcentrated under reduced pressure
  8. customThe residue was crystallized from methanol

出典と根拠

ORDレコード
ord-d883830b8db745099a552bd4d1283f0d
出典データセット
uspto-grants-1990_06
特許番号
US04933480

関連ノート

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