Hydrochloric Acid → HCID 178527725、化合物

HRID 540344ノート

反応式

HRID 540344 の反応式
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([N:12]2[CH2:18][CH2:17][CH2:16][C:15]3[CH:19]=[CH:20][CH:21]=[CH:22][C:14]=3[CH2:13]2)[CH:3]=1.C[S-:24].[Na+].Cl>CN(C)C=O.O>[CH2:13]1[C:14]2[CH:22]=[CH:21][CH:20]=[CH:19][C:15]=2[CH2:16][CH2:17][CH2:18][N:12]1[C:4]1[CH:3]=[C:2]([SH:24])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 4378561Sodium methanethiolateHCID 71255109HCID 71255109、化合物

生成物 1

HCID 178527725HCID 178527725、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
50 °C

実験手順

A mixture of 2-(4-chloroquinolin-2-yl)-2,3,4,5-tetrahydro-1H-2-benzazepine (2 g, 6.47 mmol) and sodium thiomethoxide (2.4 g, 34 mmol) in dry N,N-dimethylformamide (20 mL) was heated with stirring overnight under reflux. The reaction mixture was cooled to 50° C. and the volatile components were evaporated under reduced pressure to give a residue which was dissolved in 30 mL of chilled water and carefully acidified with 20% hydrochloride aid to pH 4-5 under argon. The resultant solution was extracted with chilled dichloromethane (30 mL×3). The dichloromethane fractions were combined and washed with chilled brine (30 mL×2) and then concentrated under reduced pressure at room temperature to give the crude product. It was used in next step without further purification.

後処理

  1. temperaturewas heated
  2. temperatureunder reflux
  3. customthe volatile components were evaporated under reduced pressure
  4. customto give a residue which
  5. extractionThe resultant solution was extracted with chilled dichloromethane (30 mL×3)
  6. washwashed with chilled brine (30 mL×2)
  7. concentrationconcentrated under reduced pressure at room temperature

出典と根拠

ORDレコード
ord-13e6c18dc96842c194b7f82a0d51ec62
出典データセット
uspto-grants-2014_10
特許番号
US08871756B2

反応ノート

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