Hydrochloric Acid → 3,4-Dihydrocarbostyril hydrochloride

HRID 1263117ノート

反応式

HRID 1263117 の反応式
O=C([C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[NH:13][C:12](=[O:17])[CH2:11][CH2:10]2)CCC[Cl:6].[I-].[Na+].C1OC2C=CC(N3CCNCC3)=CC=2O1.C1CCN2C(=NCCC2)CC1.C(=O)([O-])O.[Na+].Cl>CS(C)=O.CO>[ClH:6].[NH:13]1[C:14]2[C:9](=[CH:8][CH:7]=[CH:16][CH:15]=2)[CH2:10][CH2:11][C:12]1=[O:17]

参加物

9

反応物 6

HCID 313Hydrochloric AcidHCID 5238Sodium IodideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 516892Sodium BicarbonateHCID 47420031-(1,3-Benzodioxol-5-yl)piperazineHCID 128335166-(4-Chlorobutyryl)-3,4-dihydrocarbostyril

生成物 1

HCID 189587973,4-Dihydrocarbostyril hydrochloride

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 887Methanol溶媒

反応条件

温度
50 °C

実験手順

2.7 Grams of 6-(1-oxo-4-chlorobutyl)-3,4-dihydrocarbostyril and 1.5 g of sodium iodide were mixed in 30 ml of dimethyl sulfoxide and the mixture was stirred at 50° C. for 2 hours. Then to the reaction mixture were added 2.0 g of 4-(3,4-methylenedioxyphenyl)-piperazine and 3 g of DBU and the reaction mixture was stirred at 70°-80° C. for 5 hours. After the reaction was completed, the reaction mixture was poured into 10 ml of 2%-sodium hydrogencarbonate and the organic layer was extracted with chloroform. The chloroform layer was washed with water, dried and chloroform was removed by distillation. To the residue thus obtained were added 50 ml of methanol and 5 ml of concentrated hydrochloric acid and the mixture was concentrated under a reduced pressure to dryness. The residue thus obtained was crystallized by adding ethanol-acetone to obtain crude crystals, and the crude crystals were recrystallized from ethanol-water. 2.1 Grams of 6-{1-oxo-4-(3,4-methylenedioxy-phenyl)-1-piperazinyl]butyl}-3,4-dihydrocarbostyril monohydrochloride in colorless powdery crystals were obtained.

後処理

  1. stirringthe reaction mixture was stirred at 70°-80° C. for 5 hours
  2. extractionthe organic layer was extracted with chloroform
  3. washThe chloroform layer was washed with water
  4. customdried
  5. customchloroform was removed by distillation
  6. customTo the residue thus obtained
  7. concentrationthe mixture was concentrated under a reduced pressure to dryness
  8. customThe residue thus obtained
  9. customwas crystallized
  10. additionby adding ethanol-acetone
  11. customto obtain crude crystals
  12. customthe crude crystals were recrystallized from ethanol-water

出典と根拠

ORDレコード
ord-44af66fdb88846b485de50c8115d62fd
出典データセット
uspto-grants-1984_06
特許番号
US04455422

反応ノート

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