Water → N-methyl-benzimidic acid 1,3-dioxo-1,3-dihydro-isoindol-2-yl ester

HRID 2240918

反応式

HRID 2240918 の反応式
[Na].[OH:2][N:3]1[C:7](=[O:8])[C:6]2=[CH:9][CH:10]=[CH:11][CH:12]=[C:5]2[C:4]1=[O:13].[CH3:14][N:15]=[C:16](Cl)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.O>CN(C=O)C>[O:8]=[C:7]1[C:6]2[C:5](=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:4](=[O:13])[N:3]1[O:2][C:16](=[N:15][CH3:14])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

参加物

5

反応物 3

HCID 962WaterHCID 576277N-Methylbenzimidoyl chlorideHCID 6754951570206-52-9

生成物 1

HCID 59305847N-methyl-benzimidic acid 1,3-dioxo-1,3-dihydro-isoindol-2-yl ester

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

N-hydroxy phthalimide sodium salt (46.25 g.; 0.25 mol), is dissolved in dry DMF (220 ml), to the resulting suspension 38.8 g (0.25 mol) of N-methyl benzimidoyl chloride (prepared according to J. C. S. Perkin II, 1324, (1980)) are slowly added at room temperature, on stirring. The reaction mixture is stirred at room temperature for 19 h and then poured into 1.5 l of water. The so formed precipitate is sucked off and dried in vacuo to obtain 66.06 g of a a crude product which is then taken up in 250 ml of acetonitrile. After filtration 58.7 g of N-methyl-benzimidic acid 1,3-dioxo-1,3-dihydro-isoindol-2-yl ester are obtained in form of colorless crystals, mp. 174-176° C.

後処理

  1. additionare slowly added at room temperature
  2. stirringThe reaction mixture is stirred at room temperature for 19 h
  3. customThe so formed precipitate
  4. customdried in vacuo

出典と根拠

ORDレコード
ord-5f0a33363701454c8f911a2ac82d2d4a
出典データセット
uspto-grants-2010_05
特許番号
US07723399B2

関連ノート

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