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Hydrochloric Acid → 3-(4,6-diethoxy-1,3,5-triazin-2-yl)-7-fluoro-1,3-dihydro-2H-indol-2-one

HRID 1854777
ノート
印刷プレビュー

反応式

HRID 1854777 の反応式
[F:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[NH:9][C:8](=[O:11])[CH2:7]2.C(=O)([O-])[O-].[K+].[K+].[OH-].[K+].Cl[C:21]1[N:26]=[C:25]([O:27][CH2:28][CH3:29])[N:24]=[C:23]([O:30][CH2:31][CH3:32])[N:22]=1.Cl>CN(C)C(=O)C.O.C1(C)C=CC=CC=1>[CH2:28]([O:27][C:25]1[N:24]=[C:23]([O:30][CH2:31][CH3:32])[N:22]=[C:21]([CH:7]2[C:6]3[C:10](=[C:2]([F:1])[CH:3]=[CH:4][CH:5]=3)[NH:9][C:8]2=[O:11])[N:26]=1)[CH3:29]
参加物実験手順後処理出典と根拠反応ノート

参加物

9

反応物 5

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 14797Potassium HydroxideHCID 356492-Chloro-4,6-diethoxy-1,3,5-triazine2 回HCID 37343717-Fluoro-2,3-dihydro-1h-indol-2-one

生成物 1

HCID 679826823-(4,6-diethoxy-1,3,5-triazin-2-yl)-7-fluoro-1,3-dihydro-2H-indol-2-one

試薬・触媒・溶媒 3

HCID 962Water溶媒2 回HCID 1140Toluene溶媒HCID 31374Dimethylacetamide溶媒2 回

実験手順

7-Fluoro-1,3-dihydro-2H-indol-2-one (1.0 g) is introduced as initial charge in 10 ml of N,N-dimethylacetamide. A solution of potassium carbonate (1.8 g) and potassium hydroxide (0.3 g) in 10 ml of water is added and the mixture is briefly after-stirred. Then, a solution of 2-chloro-4,6-diethoxy-1,3,5-triazine (3.0 g, ca. 50% purity) in 10 ml of N,N-dimethylacetamide, and 10 ml of water are added. A solid separates out from the clear yellow solution. The mixture is stirred at room temperature and further 2-chloro-4,6-diethoxy-1,3,5-triazine (1 g, ca. 50% purity) is added in two portions after 2 and 18 hours. The mixture is stirred for a further 3 hours at 30° C., admixed with 10 ml of toluene, adjusted to pH 1-2 with hydrochloric acid (10%) and after-stirred for 30 min. The solid is filtered off with suction, washed twice alternately with water and heptane and dried. This gives the title compound as solid in an HPLC purity of 99% area (1.53 g, 72% of theory).

後処理

  1. stirringThe mixture is stirred at room temperature
  2. stirringThe mixture is stirred for a further 3 hours at 30° C.
  3. stirringafter-stirred for 30 min
  4. filtrationThe solid is filtered off with suction
  5. washwashed twice alternately with water and heptane
  6. customdried

出典と根拠

ORDレコード
ord-722cf645e6d04bd7bff1e3163778ae74
出典データセット
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08962828B2

反応ノート

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