Pyridine → phenyl N-(1,3-thiazol-2-yl)carbamate

HRID 218177

反応式

HRID 218177 の反応式
[NH2:1][C:2]1[S:3][CH:4]=[CH:5][N:6]=1.N1C=CC=CC=1.Cl[C:14]([O:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:15].C(=O)(O)[O-].[Na+]>ClCCl>[S:3]1[CH:4]=[CH:5][N:6]=[C:2]1[NH:1][C:14](=[O:15])[O:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

参加物

6

反応物 4

HCID 1049PyridineHCID 21552-AminothiazoleHCID 15891Phenyl chloroformateHCID 516892Sodium Bicarbonate

生成物 1

HCID 651148phenyl N-(1,3-thiazol-2-yl)carbamate収率 75%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a stirred mixture of 2-aminothiazole (2 g, 20 mmol), pyridine (10 mL), and anhydrous dichloromethane (20 mL) was added phenyl chloroformate (3 mL, 24 mmol) under argon at 0° C. The mixture was stirred at the same temperature for 5 min and at rt overnight before saturated aqueous sodium bicarbonate solution (30 mL) was added slowly. After mixed with heptanes (30 mL), the mixture was stirred for 30 min. The solid was filtered, washed with water (3×3 mL) and then diethylether (3×3 mL), and dried to give phenyl thiazol-2-ylcarbamate (3.4 g, 15 mmol, 75% yield) as an off-white solid.

後処理

  1. additionwas added slowly
  2. filtrationThe solid was filtered
  3. washwashed with water (3×3 mL)
  4. dry with materialdiethylether (3×3 mL), and dried

出典と根拠

ORDレコード
ord-55cb337be6a64da6b0ebcb892d442c5e
出典データセット
uspto-grants-2012_06
特許番号
US08198311B2

関連ノート

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