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Sodium hydride → HCID 12819358、化合物

HRID 1105590
ノート
印刷プレビュー

反応式

HRID 1105590 の反応式
[H-].[Na+].[Cl:3][C:4]1[CH:26]=[CH:25][C:24]([C:27]([F:30])([F:29])[F:28])=[CH:23][C:5]=1[NH:6][C:7]1[C:12]([N+:13]([O-:15])=[O:14])=[CH:11][C:10]([N+:16]([O-:18])=[O:17])=[CH:9][C:8]=1[C:19]([F:22])([F:21])[F:20].Cl[S:32][N:33]([CH3:44])[S:34]([C:37]1[CH:42]=[CH:41][C:40]([CH3:43])=[CH:39][CH:38]=1)(=[O:36])=[O:35]>C1COCC1>[Cl:3][C:4]1[CH:26]=[CH:25][C:24]([C:27]([F:28])([F:29])[F:30])=[CH:23][C:5]=1[N:6]([C:7]1[C:8]([C:19]([F:22])([F:21])[F:20])=[CH:9][C:10]([N+:16]([O-:18])=[O:17])=[CH:11][C:12]=1[N+:13]([O-:15])=[O:14])[S:32][N:33]([CH3:44])[S:34]([C:37]1[CH:42]=[CH:41][C:40]([CH3:43])=[CH:39][CH:38]=1)(=[O:36])=[O:35]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 104356Amidosulfenyl chloride, N-methyl-N-[(4-methylphenyl)sulfonyl]-HCID 12797626Fentrifanil

生成物 1

HCID 12819358HCID 12819358、化合物収率 66.6%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a suspension of 0.25 g sodium hydride in 20 ml anhydrous THF was added 3.2 g of 2-[2'-chloro-5'-(trifluoromethyl)anilino]-3,5-dinitrobenzotrifluoride, in portions, at 10° to 20° C. After stirring for 30 minutes, a solution of 2 g of N-chlorothio-N-methyl-p-toluenesulfonamide in 20 ml dry THF was added rapidly at a temperature below -20° C. The mixture was stirred in an ice bath for 30 minutes, then quenched by careful addition of ether and water. The organic phase was washed once with water, dried over anhydrous magnesium sulfate and filtered. The filtrate was concentrated in vacuo. The resultant oil was crystallized from a mixture of hexane and chlorobutane to give 3.2 g of N-[N-[2-chloro-5-(trifluoromethyl)-phenyl]-N-[2,4-dinitro-6-(trifluoromethyl)phenyl]-aminothio]-N,4-dimethylbenzenesulfonamide, mp 142.5°-144° C.

後処理

  1. customat 10° to 20° C
  2. stirringThe mixture was stirred in an ice bath for 30 minutes
  3. customquenched by careful addition of ether and water
  4. washThe organic phase was washed once with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. concentrationThe filtrate was concentrated in vacuo
  8. customThe resultant oil was crystallized from a mixture of hexane and chlorobutane

出典と根拠

ORDレコード
ord-a79a662d7c694f30be76d72088dc9d22
出典データセット
uspto-grants-1982_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04309425

反応ノート

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