Toluene → N-[2-(2-methyl-5-nitro-1-imidazolyl)ethyl]-3-nitrophthalimide

HRID 1973446

反応式

HRID 1973446 の反応式
[N+:1]([C:4]1[CH:14]=[CH:13][CH:12]=[C:6]2[C:7]([NH:9][C:10](=[O:11])[C:5]=12)=[O:8])([O-:3])=[O:2].[K].Cl[CH2:17][CH2:18][N:19]1[C:23]([N+:24]([O-:26])=[O:25])=[CH:22][N:21]=[C:20]1[CH3:27].C1(C)C=CC=CC=1>C(Cl)(Cl)Cl>[CH3:27][C:20]1[N:19]([CH2:18][CH2:17][N:9]2[C:10](=[O:11])[C:5]3=[C:4]([N+:1]([O-:3])=[O:2])[CH:14]=[CH:13][CH:12]=[C:6]3[C:7]2=[O:8])[C:23]([N+:24]([O-:26])=[O:25])=[CH:22][N:21]=1

参加物

6

反応物 4

HCID 1140TolueneHCID 117793-NitrophthalimideHCID 832101-(2-Chloroethyl)-2-methyl-5-nitroimidazoleHCID 5462222Potassium

生成物 1

HCID 21491667N-[2-(2-methyl-5-nitro-1-imidazolyl)ethyl]-3-nitrophthalimide

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

3-Nitrophthalimide is converted to the potassium salt by the procedure described in Example 13 and then reacted with 1-(2-chloroethyl)-2-methyl-5-nitroimidazole according to the procedure described in Example 1. The crude reaction mixture is digested with toluene and then filtered to remove some insoluble material. Evaporation of the solvent leaves a syrup which is diluted with chloroform and then filtered to remove some insoluble material. The filtrate is further diluted with toluene and again filtered to remove some precipitate. The solvent is then evaporated from the filtrate and the resulting residue is recrystallized first from ethanol and then from acetone to give N-[2-(2-methyl-5-nitro-1-imidazolyl)ethyl]-3-nitrophthalimide melting at about 175°-176° C.

後処理

  1. customThe crude reaction mixture
  2. filtrationfiltered
  3. customto remove some insoluble material
  4. customEvaporation of the solvent
  5. customleaves a syrup which
  6. filtrationfiltered
  7. customto remove some insoluble material
  8. additionThe filtrate is further diluted with toluene
  9. filtrationagain filtered
  10. customto remove some precipitate
  11. customThe solvent is then evaporated from the filtrate
  12. customthe resulting residue is recrystallized first from ethanol

出典と根拠

ORDレコード
ord-dc05d02bf81342b9a9572f3970f7d9fb
出典データセット
uspto-grants-1976_12
特許番号
US03997572

関連ノート

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