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Hydrochloric Acid → 5-Chloro-2-oxo-3-(thiophene-2-carbonyl)-2,3-dihydro-1H-indole-1-carboximidic acid

HRID 637342
ノート
印刷プレビュー

反応式

HRID 637342 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([C:11]([NH2:13])=[O:12])[C:6](=[O:14])[CH2:5]2.[C:15]1([C:20](Cl)=[O:21])[S:19][CH:18]=[CH:17][CH:16]=1.Cl.O>CN(C)C=O.CN(C1C=CN=CC=1)C>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([C:11]([NH2:13])=[O:12])[C:6](=[O:14])[CH:5]2[C:20](=[O:21])[C:15]1[S:19][CH:18]=[CH:17][CH:16]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 789282-Thiophenecarbonyl chlorideHCID 98591595-Chloro-2-oxo-2,3-dihydro-1H-indole-1-carboxamide

生成物 1

HCID 579465-Chloro-2-oxo-3-(thiophene-2-carbonyl)-2,3-dihydro-1H-indole-1-carboximidic acid収率 103.3%

試薬・触媒・溶媒 2

HCID 14284
4-(Dimethylamino)pyridine
触媒
HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
8 °C

実験手順

To a stirred solution of 429.9 g (2.04 mole) of 5-chloro-2-oxindole-1-carboxamide in 4 liters of N,N-dimethylformamide was added 547.9g (4.48 mole) of 4-(N,N-dimethylamino)pyridine, and then the mixture was cooled to 8° C. To this mixture was added, with stirring, a solution of 328 g (2.23 mole) of thenoyl chloride in 800 ml N,N-dimethylformamide over a 30 minute period, with the temperature being maintained between 8° and 15° C. Stirring was continued for 30 minutes, and then the reaction mixture was poured with stirring into a mixture of 510 ml of concentrated hydrochloric acid and 12 liters of water. Stirring was continued for 2 hours, and then the solid was collected by filtration and washed with water followed by methanol. The solid was dried to give 675.6 g of the title compound.

後処理

  1. additionTo this mixture was added
  2. temperaturewith the temperature being maintained between 8° and 15° C
  3. stirringStirring
  4. additionthe reaction mixture was poured
  5. stirringStirring
  6. waitwas continued for 2 hours
  7. filtrationthe solid was collected by filtration
  8. washwashed with water
  9. customThe solid was dried

出典と根拠

ORDレコード
ord-06946e869b204998998803cd02eceecf
出典データセット
uspto-grants-1985_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04556672

反応ノート

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