2-Chloro-1,3-thiazole-5-carbaldehyde → N-[(2-chloro-5-thiazolyl)methylene]-3-phenyl-2-pyridinamine

HRID 1023275

反応式

HRID 1023275 の反応式
[NH2:1][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:6][CH:5]=[CH:4][N:3]=1.[Cl:14][C:15]1[S:16][C:17]([CH:20]=O)=[CH:18][N:19]=1>ClCCl>[Cl:14][C:15]1[S:16][C:17]([CH:20]=[N:1][C:2]2[C:7]([C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=3)=[CH:6][CH:5]=[CH:4][N:3]=2)=[CH:18][N:19]=1

参加物

4

反応物 2

HCID 14797652-Chloro-1,3-thiazole-5-carbaldehydeHCID 27627953-Phenylpyridin-2-amine2 回

生成物 1

HCID 66973405N-[(2-chloro-5-thiazolyl)methylene]-3-phenyl-2-pyridinamine

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
90 °C

実験手順

2-Amino-3-phenylpyridine (i.e. the product of Step A, 0.342 g, 2.01 mmol) was added to 2-chloro-1,3-thiazole-5-carbaldehyde (0.296 g, 2.01 mmol) in dichloromethane (10 mL) at room temperature. The suspension was stirred for 10 min and then concentrated to dryness under vacuum. The resulting residue was heated to 90° C. for 20 min on a rotory evaporator with a non-returning bump trap to facilitate water removal. The residual yellow solid was again dissolved in dichloromethane (10 mL) and heated to 90° C. on a rotory evaporator for an additional 20 min. At this time the yellow solid was checked by NMR to verify reaction completion. The title compound was obtained as a yellow solid and used in the next step without further purification.

後処理

  1. concentrationconcentrated to dryness under vacuum
  2. customwater removal
  3. dissolutionThe residual yellow solid was again dissolved in dichloromethane (10 mL)
  4. temperatureheated to 90° C. on a rotory evaporator for an additional 20 min
  5. customreaction completion

出典と根拠

ORDレコード
ord-041c232bf38e40fc91e81e2df4faac34
出典データセット
uspto-grants-2014_05
特許番号
US08722690B2

関連ノート

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