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

HRID 1759297

반응식

HRID 1759297 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 1140Toluene용매HCID 6212Chloroform용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-eedcf819f34b4f90832152afe797dadd
출처 데이터셋
uspto-grants-1982_07
특허 번호
US04340417

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