Ammonia → HCID 136351306、化合物

HRID 963070ノート

反応式

HRID 963070 の反応式
Cl[CH2:2][C:3]([NH:5][C:6]1[S:10][C:9]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:8][C:7]=1[C:16](=O)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[Cl:23])=[O:4].[I-].[Na+].[NH3:27]>O1CCCC1>[Cl:23][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=1[C:16]1[C:7]2[CH:8]=[C:9]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[S:10][C:6]=2[NH:5][C:3](=[O:4])[CH2:2][N:27]=1

参加物

5

反応物 3

HCID 222AmmoniaHCID 5238Sodium IodideHCID 19085208Ethyl 5-(2-chloroacetylamino)-4-(2-chlorobenzoyl)thiophene-2-carboxylate

生成物 1

HCID 136351306HCID 136351306、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-65 °C

実験手順

Ethyl 5-(2-chloroacetylamino)-4-(2-chlorobenzoyl)thiophene-2-carboxylate (325 g) and sodium iodide (151.3 g) were added to tetrahydrofuran (3500 ml), and the mixture was refluxed under heating for 1.5 hours. The mixture was cooled to -65° C., and ammonia (164 ml) was added. The reaction temperature was raised slowly to room temperature. The solvent was evaporated, and chloroform and water were added. The organic layer was taken out, washed with water and dried over sodium sulfate. The solvent was evaporated. Toluene (7 l) and silica gel (1365 g) were added thereto, and the mixture was refluxed under heating for 1.5 hours. The silica gel was collected by filtration, and a mixed solvent of chloroform-methanol (10:1) was added to elute the obtained product. The solvent was evaporated, and ethyl acetate was added. The resulting crystals were collected by filtration and washed with ethyl acetate to give 70.0 g of ethyl (5-(2-chlorophenyl)-1,2-dihydro-3H-thieno[2,3-e] [1,4]diazepin-2-on-7-yl)-carboxylate.

後処理

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating for 1.5 hours
  3. temperatureThe reaction temperature was raised slowly to room temperature
  4. customThe solvent was evaporated
  5. additionchloroform and water were added
  6. washwashed with water
  7. dry with materialdried over sodium sulfate
  8. customThe solvent was evaporated
  9. additionToluene (7 l) and silica gel (1365 g) were added
  10. temperaturethe mixture was refluxed
  11. temperatureunder heating for 1.5 hours
  12. filtrationThe silica gel was collected by filtration
  13. additiona mixed solvent of chloroform-methanol (10:1) was added
  14. washto elute the obtained product
  15. customThe solvent was evaporated
  16. additionethyl acetate was added
  17. filtrationThe resulting crystals were collected by filtration
  18. washwashed with ethyl acetate

出典と根拠

ORDレコード
ord-cc78d1f08cf745d5a2b7c8a1774fbe66
出典データセット
uspto-grants-1998_06
特許番号
US05760032

反応ノート

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