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

HRID 23550

反応式

HRID 23550 の反応式
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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-34198016cd934b30945836604352d606
出典データセット
uspto-grants-2005_02
特許番号
US06852732B2

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