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Water → Ethyl 4-chloro-3-cyanophenylcarbamate

HRID 2355759
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HRID 2355759 반응식
Cl[C:2]([O:4][CH2:5][CH3:6])=[O:3].[NH2:7][C:8]1[CH:9]=[CH:10][C:11]([Cl:16])=[C:12]([CH:15]=1)[C:13]#[N:14].N1C=CC=CC=1.O>C(Cl)Cl>[Cl:16][C:11]1[CH:10]=[CH:9][C:8]([NH:7][C:2](=[O:3])[O:4][CH2:5][CH3:6])=[CH:15][C:12]=1[C:13]#[N:14]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 1049PyridineHCID 10928Ethyl chloroformateHCID 109972345-Amino-2-chlorobenzonitrile

생성물 1

HCID 60705219Ethyl 4-chloro-3-cyanophenylcarbamate수율 94.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
0 °C

실험 절차

A solution of ethyl chloroformate (3.68 g) in methylene chloride (5 ml) is added dropwise in about 20 minutes to a mixture of 5-amino-2-chlorobenzonitrile (5.2 g) and pyridine (2.77 g) in methylene chloride (75 ml), cooled to 0° C. and maintained in an inert atmosphere. At the end of the addition, the solution is stirred for 1 hour at 0° C. and is then brought to room temperature. At the end of the reaction, the mixture is poured into water (100 ml) and extracted with methylene chloride (2×80 ml); the organic phase is washed with water (2×80 ml), dried with sodium sulphate and concentrated under vacuum. 7.2 g of product are obtained.

후처리

  1. temperaturemaintained in an inert atmosphere
  2. additionAt the end of the addition
  3. customis then brought to room temperature
  4. customAt the end of the reaction
  5. extractionextracted with methylene chloride (2×80 ml)
  6. washthe organic phase is washed with water (2×80 ml)
  7. dry with materialdried with sodium sulphate
  8. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-d304c6e19ad741f489805e226c057952
출처 데이터셋
uspto-grants-2010_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07754880B2

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