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

HRID 2240918

반응식

HRID 2240918 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5f0a33363701454c8f911a2ac82d2d4a
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07723399B2

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