Bentazon → 1-[5-(2-Chloro-4-(trifluoromethyl)phenoxy)-2-nitrobenzoyl]-3-isopropyl-2,1,3-benzothiadiazin-4-one-2,2-dioxide

HRID 1759297

反応式

HRID 1759297 の反応式
[CH:1]([N:4]1[C:9](=[O:10])[C:8]2[CH:11]=[CH:12][CH:13]=[CH:14][C:7]=2[NH:6][S:5]1(=[O:16])=[O:15])([CH3:3])[CH3:2].[Cl:17][C:18]1[CH:36]=[C:35]([C:37]([F:40])([F:39])[F:38])[CH:34]=[CH:33][C:19]=1[O:20][C:21]1[CH:22]=[CH:23][C:24]([N+:30]([O-:32])=[O:31])=[C:25]([CH:29]=1)[C:26](Cl)=[O:27]>C1(C)C=CC=CC=1.C(Cl)(Cl)Cl>[Cl:17][C:18]1[CH:36]=[C:35]([C:37]([F:38])([F:40])[F:39])[CH:34]=[CH:33][C:19]=1[O:20][C:21]1[CH:22]=[CH:23][C:24]([N+:30]([O-:32])=[O:31])=[C:25]([CH:29]=1)[C:26]([N:6]1[C:7]2[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=2[C:9](=[O:10])[N:4]([CH:1]([CH3:3])[CH3:2])[S:5]1(=[O:15])=[O:16])=[O:27]

参加物

5

反応物 2

HCID 2328BentazonHCID 30177655-(2-Chloro-4-(trifluoromethyl)phenoxy)-2-nitrobenzoyl chloride

生成物 1

HCID 130379681-[5-(2-Chloro-4-(trifluoromethyl)phenoxy)-2-nitrobenzoyl]-3-isopropyl-2,1,3-benzothiadiazin-4-one-2,2-dioxide収率 48%

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 6212Chloroform溶媒

実験手順

To a stirred solution of 3-isopropyl-2,1,3-benzothiadiazin-4-one-2,2-dioxide (2.4 g, 0.01 mole) and tricthylamine (1.1 g, 0.011 mole) in a mixture of toluene (100 ml) and chloroform (100 ml) was added 5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoyl chloride (3.8 g, 0.01 mole). The reaction was heated for 24 hours and then the solvent was removed. The residue was taken back up into chloroform and extracted three times with sodium hydroxide and finally with water. The organic solution was dried and evaporated to give 2.8 g of an oil which was triturated with petroleum ether to give a solid which was recrystallized from chloroform-petroleum ether to give a white solid, mp 125°-8° C.

後処理

  1. temperatureThe reaction was heated for 24 hours
  2. customthe solvent was removed
  3. extractionextracted three times with sodium hydroxide
  4. customThe organic solution was dried
  5. customevaporated

出典と根拠

ORDレコード
ord-eedcf819f34b4f90832152afe797dadd
出典データセット
uspto-grants-1982_07
特許番号
US04340417

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