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Formic Acid → 1,2-Dihydro-6,7-dimethyl-2-oxo-3-quinolinecarbonitrile

HRID 648445
ノート
印刷プレビュー

反応式

HRID 648445 の反応式
Cl[C:2]1[C:11](C=O)=[CH:10][C:9]2[C:4](=[CH:5][C:6]([CH3:15])=[C:7]([CH3:14])[CH:8]=2)[N:3]=1.Cl.[NH2:17]O.[CH:19]([O-:21])=O.[Na+].C(O)=O>O>[C:2]([C:11]1[C:19](=[O:21])[NH:3][C:4]2[C:9]([CH:10]=1)=[CH:8][C:7]([CH3:14])=[C:6]([CH3:15])[CH:5]=2)#[N:17]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 284Formic AcidHCID 443297Hydroxyamine hydrochlorideHCID 7886572-Chloro-6,7-dimethylquinoline-3-carbaldehydeHCID 2723810Sodium Formate

生成物 1

HCID 133714281,2-Dihydro-6,7-dimethyl-2-oxo-3-quinolinecarbonitrile

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture was prepared from 15 g of 2-chloro-6,7-dimethyl-3-quinolinecarboxaldehyde, 5.4 g of hydroxylamine hydrochloride, 8.5 g of sodium formate and 155 ml of 97% formic acid and this was heated at reflux for 3 hours. Initially, the mixture became a heavy yellow paste but a homogeneous brown solution formed later. However, by the end of the 3-hour reflux period, the mixture was again heterogeneous and it was cooled and poured into 300 ml of water. The solid which formed was separated by filtration and dried to give 3-cyano-6,7-dimethyl-2(1H)-quinolinone melting at about 300° C. The indicated product contained 1/4 molecule of water of hydration.

後処理

  1. temperaturethis was heated
  2. temperatureat reflux for 3 hours
  3. customa homogeneous brown solution formed later
  4. temperatureHowever, by the end of the 3-hour reflux period
  5. temperatureit was cooled
  6. customThe solid which formed
  7. customwas separated by filtration
  8. customdried

出典と根拠

ORDレコード
ord-9cad88c2fabf4231a3512ca7624f7089
出典データセット
uspto-grants-1988_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04735948

反応ノート

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