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

HRID 580248

반응식

HRID 580248 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

HCID 134889534-Chloro-2-fluoro-5-propargylthioaniline수율 31.9%

시약·촉매·용매 2

HCID 159952Benzyltributylammonium chloride촉매HCID 3283Diethyl Ether용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-2c33be2925fe41ca9099c2546e231f2c
출처 데이터셋
uspto-grants-1988_06
특허 번호
US04752325

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