4-(Dipropylsulfamoyl)benzoyl chloride → 5-[4-(Dipropylsulfamoyl)-benzoyl]-6-methyl-1,3-benzodioxole-2-carboxylic acid ethyl ester

HRID 462681ノート

反応式

HRID 462681 の反応式
[Cl-].[Al+3].[Cl-].[Cl-].[CH2:5]([O:7][C:8]([CH:10]1[O:14][C:13]2[CH:15]=[CH:16][C:17]([CH3:19])=[CH:18][C:12]=2[O:11]1)=[O:9])[CH3:6].[CH2:20]([N:23]([CH2:36][CH2:37][CH3:38])[S:24]([C:27]1[CH:35]=[CH:34][C:30]([C:31](Cl)=[O:32])=[CH:29][CH:28]=1)(=[O:26])=[O:25])[CH2:21][CH3:22]>ClCCCl>[CH2:5]([O:7][C:8]([CH:10]1[O:11][C:12]2[CH:18]=[C:17]([CH3:19])[C:16]([C:31](=[O:32])[C:30]3[CH:34]=[CH:35][C:27]([S:24](=[O:25])(=[O:26])[N:23]([CH2:20][CH2:21][CH3:22])[CH2:36][CH2:37][CH3:38])=[CH:28][CH:29]=3)=[CH:15][C:13]=2[O:14]1)=[O:9])[CH3:6]

参加物

5

反応物 3

HCID 27355284-(Dipropylsulfamoyl)benzoyl chlorideHCID 6451240Aluminum(III) Chloride2 回HCID 543131365-Methyl-1,3-benzodioxole-2-carboxylic acid ethyl ester

生成物 1

HCID 541762395-[4-(Dipropylsulfamoyl)-benzoyl]-6-methyl-1,3-benzodioxole-2-carboxylic acid ethyl ester

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

実験手順

46.6 g (0.35 mol) of aluminum chloride are added portionwise within 25 minutes at 5° to 10° C., with stirring, to a solution of 31.2 g (0.15 mol) of 5-methyl-1,3-benzodioxole-2-carboxylic acid ethyl ester and 54.7 g (0.18 mol) of 4-(dipropylsulfamoyl)-benzoyl chloride in 350 ml of 1,2-dichloroethane. The reaction mixture is then stirred for a further 90 minutes at 5°-10° C. and for 30 minutes at room temperature, after which time all the aluminum chloride has been dissolved. After standing for about 24 hours at room temperature, the reaction mixture is poured into about 2 kg of an ice/water mixture. The organic phase is separated; it is subsequently washed once with 2N hydrochloric acid, twice with water, once with 1N sodium bicarbonate solution and again twice with water; it is afterwards dried over sodium sulfate and concentrated by evaporation in vacuo. The 5-[4-(dipropylsulfamoyl)-benzoyl]-6-methyl- 1,3-benzodioxole-2-carboxylic acid ethyl ester obtained as residue melts at 97°-99° C. after recrystallisation.

後処理

  1. waitAfter standing for about 24 hours at room temperature
  2. customThe organic phase is separated
  3. washit is subsequently washed once with 2N hydrochloric acid, twice with water, once with 1N sodium bicarbonate solution and again twice with water
  4. dry with materialit is afterwards dried over sodium sulfate
  5. concentrationconcentrated by evaporation in vacuo

出典と根拠

ORDレコード
ord-0efbb163cb9047c291ff4aed084db60e
出典データセット
uspto-grants-1985_05
特許番号
US04517184

反応ノート

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