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Potassium Carbonate → Cyclopyrimorate

HRID 1039591
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HRID 1039591 반응식
[Cl:1][C:2]1[N:7]=[N:6][C:5]([O:8][C:9]2[C:14]([CH3:15])=[CH:13][CH:12]=[CH:11][C:10]=2[CH:16]2[CH2:18][CH2:17]2)=[C:4]([OH:19])[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[N:26]1([C:32](Cl)=[O:33])[CH2:31][CH2:30][O:29][CH2:28][CH2:27]1>C(C(C)=O)C(C)C>[N:26]1([C:32]([O:19][C:4]2[CH:3]=[C:2]([Cl:1])[N:7]=[N:6][C:5]=2[O:8][C:9]2[C:14]([CH3:15])=[CH:13][CH:12]=[CH:11][C:10]=2[CH:16]2[CH2:18][CH2:17]2)=[O:33])[CH2:31][CH2:30][O:29][CH2:28][CH2:27]1
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 848104-Morpholinecarbonyl chlorideHCID 178424441HCID 178424441, 화합물

생성물 1

HCID 23013854Cyclopyrimorate수율 98.2%

시약·촉매·용매 1

HCID 7909Methyl Isobutyl Ketone용매

실험 절차

To 6.50 g (23.5 mmol) of 6-chloro-3-(2-cyclopropyl-6-methylphenoxy)-4-pyridazinol were added 39 g of methyl isobutyl ketone and 3.57 g (25.9 mmol) of potassium carbonate, and the resultant mixture was stirred at 50° C. To the mixture was added dropwise 3.87 g (25.9 mmol) of morpholinecarbonyl chloride over one hour. The reaction mixture was subjected to reaction at 50° C. for 4 hours. After completion of the reaction, the resultant opaque mixture was subjected to filtration, and washed with methyl isobutyl ketone, and then the resultant organic phase was quantitatively determined by an HPLC internal standard analysis method, which showed that 9.00 g of 6-chloro-3-(2-cyclopropyl-6-methylphenoxy)-4-pyridazinyl morpholine-4-carboxylate (yield: 98%) was obtained.

후처리

  1. customThe reaction mixture was subjected to reaction at 50° C. for 4 hours
  2. customAfter completion of the reaction
  3. filtrationthe resultant opaque mixture was subjected to filtration
  4. washwashed with methyl isobutyl ketone

출처 및 근거

ORD 기록
ord-2f469088143c43e4916352cbd40d45db
출처 데이터셋
uspto-grants-2013_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08552182B2

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