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Pyridine → [4-(2,6-dichlorophenyl)-1,2,5-thiadiazol-3-yl] N-(2-cyanoethyl)-N-methyl-carbamate

HRID 617446
ノート
印刷プレビュー

反応式

HRID 617446 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[C:9]1[C:13]([OH:14])=[N:12][S:11][N:10]=1.[C:15](=[O:26])(OC(Cl)(Cl)Cl)OC(Cl)(Cl)Cl.N1C=CC=CC=1.[C:33]([CH2:35][CH2:36][NH:37][CH3:38])#[N:34]>ClCCl.O>[CH3:38][N:37]([C:15]([O:14][C:13]1[C:9]([C:3]2[C:2]([Cl:1])=[CH:7][CH:6]=[CH:5][C:4]=2[Cl:8])=[N:10][S:11][N:12]=1)=[O:26])[CH2:36][CH2:35][C:33]#[N:34]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 1049PyridineHCID 69656Propanenitrile, 3-(methylamino)-HCID 94429TriphosgeneHCID 178519022HCID 178519022、化合物

生成物 1

HCID 477329[4-(2,6-dichlorophenyl)-1,2,5-thiadiazol-3-yl] N-(2-cyanoethyl)-N-methyl-carbamate収率 290.8%

試薬・触媒・溶媒 2

HCID 962
Water
溶媒
HCID 6344Dichloromethane溶媒

実験手順

In 50 mL of dichloromethane, were dissolved 1.98 g of 3-(2,6-dichlorophenyl)-4-hydroxy-1,2,5-thiadiazole, and 0.8 g of bis(trichloromethyl) carbonate. Thereto, 0.7 g of pyridine was added. The mixture was stirred at room temperature for 12 hours. Thereto, 1.51 g of N-(2-cyanoethyl)-N-methylamine was added. The mixture was stirred at room temperature for 12 hours. The reaction mixture was poured into water, and was extracted with dichloromethane. The dichloromethane layer was washed with dilute hydrochloric acid, 10% sodium hydrogencarbonate, and water successively, dried over anhydrous magnesium sulfate, and concentrated. The concentrate was purified by silica gel column chromatography to obtain 2.8 g of N-(2-cyanoethyl)-N-methyl [3-(2,6-dichlorophenyl)-1,2,5-thiadiazo1-4-yl] carbamate.

後処理

  1. stirringThe mixture was stirred at room temperature for 12 hours
  2. extractionwas extracted with dichloromethane
  3. washThe dichloromethane layer was washed with dilute hydrochloric acid, 10% sodium hydrogencarbonate, and water successively
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated
  6. customThe concentrate was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-d2c2e94960ec4b22add88e8173067367
出典データセット
uspto-grants-1999_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05948916

反応ノート

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