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

HRID 218177

반응식

HRID 218177 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-55cb337be6a64da6b0ebcb892d442c5e
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08198311B2

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