Acetone → 2,5-Dicarbamoylbenzoic acid

HRID 324337ノート

反応式

HRID 324337 の反応式
[C:1]([C:4]1[CH:5]=[C:6]2[C:11](=[O:12])[NH:10][C:8](=[O:9])[C:7]2=[CH:13][CH:14]=1)(=[O:3])[NH2:2].C(Cl)(=O)C1C(=CC(=CC=1)C(Cl)=O)C(Cl)=[O:19].N.CC(C)=[O:33]>C(OCC)(=O)C.C(Cl)(Cl)Cl.ClCCl>[C:11]([C:6]1[CH:5]=[C:4]([C:1](=[O:3])[NH2:2])[CH:14]=[CH:13][C:7]=1[C:8]([OH:19])=[O:9])(=[O:12])[NH2:10].[C:8]([C:7]1[CH:13]=[CH:14][C:4]([C:1](=[O:3])[NH2:2])=[CH:5][C:6]=1[C:11]([OH:33])=[O:12])(=[O:9])[NH2:10]

参加物

9

反応物 4

HCID 180AcetoneHCID 222Ammonia2 回HCID 774721,2,4-Benzenetricarbonyl trichloride2 回HCID 106792194-Carbamoylphthalimide

生成物 2

HCID 198051532,5-Dicarbamoylbenzoic acidHCID 220044202,4-Dicarbamoylbenzoic acid

試薬・触媒・溶媒 3

HCID 6212Chloroform溶媒HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

In this step, 4-carbamoylphthalimide is prepared by reacting trimellitoyl chloride with ammonia and dehydrating the obtained product. Specifically, this reaction is conducted by reacting trimellitoyl chloride with aqueous ammonia either without any solvent or in a state dissolved in a solvent at a temperature ranging from about −15° C. to room temperature. The solvent to be used in this case is preferably acetone, dichloromethane, chloroform or ethyl acetate, though any organic solvent inert to the reaction may be used. The resulting reaction mixture is treated with an acid to give a mixture comprising 2,4-dicarbamoylbenzoic acid and 2,5-dicarbamoylbenzoic acid. This mixture is further treated in the absence or presence of a solvent for 0.5 to 24 hours to give the objective compound. This treatment is conducted at room temperature to about 200° C. The solvent to be used in this treatment is preferably N-methyl-2-pyrrolidinone, though any solvent inert to the reaction may be used.

後処理

  1. dissolutionwithout any solvent or in a state dissolved in a solvent at a temperature
  2. customranging from about −15° C. to room temperature
  3. customthough any organic solvent inert to the reaction
  4. customThe resulting reaction mixture
  5. additionis treated with an acid

出典と根拠

ORDレコード
ord-00cc83933e0b467ba81d48950385e60d
出典データセット
uspto-grants-2001_04
特許番号
US06218392B1

反応ノート

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