Dicyclohexylcarbodiimide → Dimethyl 2-((2,4-dichlorophenyl)acetylamino)terephthalate

HRID 1072856

反応式

HRID 1072856 の反応式
[NH2:1][C:2]1[CH:11]=[C:10]([C:12]([O:14][CH3:15])=[O:13])[CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].[Cl:16][C:17]1[CH:22]=[C:21]([Cl:23])[CH:20]=[CH:19][C:18]=1[CH2:24][C:25](O)=[O:26].C1(N=C=NC2CCCCC2)CCCCC1>O1CCCC1>[Cl:16][C:17]1[CH:22]=[C:21]([Cl:23])[CH:20]=[CH:19][C:18]=1[CH2:24][C:25]([NH:1][C:2]1[CH:11]=[C:10]([C:12]([O:14][CH3:15])=[O:13])[CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5])=[O:26]

参加物

5

反応物 3

HCID 10868DicyclohexylcarbodiimideHCID 79336Dimethyl aminoterephthalateHCID 882092,4-Dichlorophenylacetic acid

生成物 1

HCID 22388140Dimethyl 2-((2,4-dichlorophenyl)acetylamino)terephthalate収率 64.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of dimethyl 2-aminoterephthalate (2.09 g), 2,4-dichlorophenylacetic acid (2.05 g), N,N-dimethylaminopyridine (1.32 g) and dicyclohexylcarbodiimide (2.22 g) in tetrahydrofuran (20 ml) was stirred at room temperature for 2 hr and then at 80° C. for 4 hr. After cooling, the precipitate was filtered off and the filtrate was washed with 1N hydrochloric acid. Chloroform was added to the obtained organic layer, and the mixture was washed with a saturated aqueous sodium hydrogencarbonate solution and dried over sodium sulfate. The solvent was distilled away and the residue was washed with water and methanol to give the object compound (2.54 g) as white crystals.

後処理

  1. waitat 80° C. for 4 hr
  2. temperatureAfter cooling
  3. filtrationthe precipitate was filtered off
  4. washthe filtrate was washed with 1N hydrochloric acid
  5. additionChloroform was added to the obtained organic layer
  6. washthe mixture was washed with a saturated aqueous sodium hydrogencarbonate solution
  7. dry with materialdried over sodium sulfate
  8. distillationThe solvent was distilled away
  9. washthe residue was washed with water and methanol

出典と根拠

ORDレコード
ord-499bc9d95dd44215910bff302cfe4c5b
出典データセット
uspto-grants-2005_06
特許番号
US06911469B2

関連ノート

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