Bromine → (5-Bromo-thiazol-2-yl)-(4-methoxy-phenyl)-amine

HRID 1713652

反応式

HRID 1713652 の反応式
[Br:1]Br.[CH3:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]2[S:13][CH:14]=[CH:15][N:16]=2)=[CH:7][CH:6]=1>CN(C=O)C>[Br:1][C:14]1[S:13][C:12]([NH:11][C:8]2[CH:7]=[CH:6][C:5]([O:4][CH3:3])=[CH:10][CH:9]=2)=[N:16][CH:15]=1

参加物

4

反応物 2

HCID 24408BromineHCID 956680(4-Methoxy-phenyl)thiazol-2-yl-amine

生成物 1

HCID 12348632(5-Bromo-thiazol-2-yl)-(4-methoxy-phenyl)-amine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
25 °C

実験手順

A 1 M solution of Br2 in DMF (12.9 mL, 13.2 mmol) is added dropwise to a solution of (4-methoxy-phenyl)-thiazol-2-yl-amine (2.72 g, 13.2 mmol) in DMF (40 mL), under an argon atmosphere. During the addition, the internal temperature of the reaction mixture is kept below 26° C. The mixture is stirred for 20 min at 25° C. and concentrated in vacuo. Purification of the crude product by silica gel (250 g) column chromatography (CH2Cl2/MeOH, 99/1) affords the title compound: ES-MS: 287.0 [M+H]+; single peak at tR=7.99 min (System 1); Rf=0.47 (CH2Cl2/MeOH, 98/2).

後処理

  1. additionDuring the addition
  2. customis kept below 26° C
  3. concentrationconcentrated in vacuo
  4. customPurification of the crude product by silica gel (250 g) column chromatography (CH2Cl2/MeOH, 99/1)

出典と根拠

ORDレコード
ord-780cd8bd1e934ef988ac08edce26a815
出典データセット
uspto-grants-2010_09
特許番号
US07795288B2

関連ノート

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