Chloroform → 5-bromo-2-(N-ethyl-2,4-dichloroanilino)-4-methylthiazole

HRID 23550

반응식

HRID 23550 반응식
Cl.[CH2:2]([N:4]([C:13]1[S:14][CH:15]=[C:16]([CH3:18])[N:17]=1)[C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:6]=1[Cl:12])[CH3:3].C(=O)([O-])[O-].[Ca+2].C(Cl)(Cl)Cl.[Br-:28].[Br-].[Br-].C([N+](C)(C)C)C1C=CC=CC=1.C([N+](C)(C)C)C1C=CC=CC=1.C([N+](C)(C)C)C1C=CC=CC=1>CO>[Br:28][C:15]1[S:14][C:13]([N:4]([CH2:2][CH3:3])[C:5]2[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:6]=2[Cl:12])=[N:17][C:16]=1[CH3:18]

참가 물질

6

반응물 4

HCID 6212ChloroformHCID 10112Calcium CarbonateHCID 225744262-(N-ethyl-2,4-dichloroanilino)-4-methylthiazole hydrochlorideHCID 53442637Benzyltrimethylammoniumtribromide

생성물 1

HCID 121346655-bromo-2-(N-ethyl-2,4-dichloroanilino)-4-methylthiazole수율 117.9%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

After 2-(N-ethyl-2,4-dichloroanilino)-4-methylthiazole hydrochloride (6.0 g) and calcium carbonate (4.6 g) were suspended in a mixed solvent of chloroform (90 mL) and methanol (36 mL), benzyl-trimethylammonium tribromide (7.2 g) was added thereto in small portions. The solids in the reaction mixture were filtered off and the filtrate was concentrated under reduced pressure. The residue was purified by a silica gel column chromatography (silica gel: Wako Gel (C200), eluent: hexane-ethyl acetate=9:1) to obtain 5-bromo-2-(N-ethyl-2,4-dichloroanilino)-4-methyl-thiazole (4.5 g).

후처리

  1. additionwas added
  2. filtrationThe solids in the reaction mixture were filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe residue was purified by a silica gel column chromatography (silica gel: Wako Gel (C200), eluent: hexane-ethyl acetate=9:1)

출처 및 근거

ORD 기록
ord-34198016cd934b30945836604352d606
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06852732B2

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