Clopyralid → 3,6-dichloro-N-(3-methyl-1,2,4-thiadiazol-5-yl)pyridine-2-carboxamide

HRID 2196602노트

반응식

HRID 2196602 반응식
[NH2:1][C:2]1[S:6][N:5]=[C:4]([CH3:7])[N:3]=1.O.ON1C2C=CC=CC=2N=N1.Cl.CN(C)CCCN=C=NCC.[Cl:31][C:32]1[C:33]([C:39](O)=[O:40])=[N:34][C:35]([Cl:38])=[CH:36][CH:37]=1>C(Cl)(Cl)Cl>[Cl:31][C:32]1[C:33]([C:39]([NH:1][C:2]2[S:6][N:5]=[C:4]([CH3:7])[N:3]=2)=[O:40])=[N:34][C:35]([Cl:38])=[CH:36][CH:37]=1

참가 물질

6

반응물 4

HCID 15553ClopyralidHCID 3506395-Amino-3-methyl-1,2,4-thiadiazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27960291-Hydroxybenzotriazole hydrate

생성물 1

HCID 866196083,6-dichloro-N-(3-methyl-1,2,4-thiadiazol-5-yl)pyridine-2-carboxamide수율 75.3%

시약·촉매·용매 1

HCID 6212Chloroform용매2회

실험 절차

12 g of 5-amino-3-methyl-1,2,4-thiadiazole, 21.1 g of N-hydroxybenzotriazole hydrate and 29.8 g of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride were added to a chloroform (500 ml) solution of 21 g of 3,6-dichloro-2-pyridinecarboxylic acid, and stirred at room temperature for 1 hour and then stirred overnight at 50° C. The reaction liquid was diluted with chloroform, then washed with aqueous 0.2 N hydrochloric acid solution, water and saturated saline water. After this was dried with anhydrous magnesium sulfate, the solvent was evaporated away under reduced pressure, and ethyl acetate was added to the resulting residue for crystallization to obtain 22.7 g of the entitled compound as a white solid.

후처리

  1. stirringstirred overnight at 50° C
  2. customThe reaction liquid
  3. washwashed with aqueous 0.2 N hydrochloric acid solution, water and saturated saline water
  4. dry with materialAfter this was dried with anhydrous magnesium sulfate
  5. customthe solvent was evaporated away under reduced pressure, and ethyl acetate
  6. additionwas added to the resulting residue for crystallization

출처 및 근거

ORD 기록
ord-ba8667fc15d84737a97990656eba2151
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08338460B2

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