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2-Thiocresol → HCID 67550092、化合物

HRID 1791404
ノート
印刷プレビュー

反応式

HRID 1791404 の反応式
ClN1C(=O)CCC1=O.[CH3:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[SH:16].[CH2:17]([O:19][C:20]([C:22]1[NH:23][C:24]2[C:29]([CH:30]=1)=[CH:28][C:27]([O:31][CH3:32])=[C:26]([O:33][CH3:34])[CH:25]=2)=[O:21])[CH3:18]>ClCCl>[CH2:17]([O:19][C:20]([C:22]1[NH:23][C:24]2[C:29]([C:30]=1[S:16][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=1[CH3:9])=[CH:28][C:27]([O:31][CH3:32])=[C:26]([O:33][CH3:34])[CH:25]=2)=[O:21])[CH3:18]
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

5

反応物 3

HCID 87122-ThiocresolHCID 31398ChlorosuccinimideHCID 85385Ethyl 5,6-dimethoxy-1H-indole-2-carboxylate

生成物 1

HCID 67550092HCID 67550092、化合物収率 66%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

To a −78° C. solution of dichloromethane (30mL) and N-chlorosuccinimide was added 2-methyl benzenethiol (0.709 mL, 6.01 mmol) dropwise. The reaction was allowed to warm 0° C. and then stirred for 30 minutes. 5,6-dimethoxy-1H-indole-2-carboxylic acid ethyl ester (Lancaster Synthesis Inc., Windham, N.H.) (1.5 g, 6.01 mmol) was added drop wise in dichloromethane (15 mL). The reaction was allowed to warm to room temperature and stirred overnight. The reaction was concentrated under reduced pressure. Methanol (5 mL) was added to the residue and a solid formed. The solid was collected, washed with diethyl ether (20 mL) and air dried to yield a beige solid (1.46 g, 66%). MS: M+−1=370.2 Da.

後処理

  1. temperatureto warm to room temperature
  2. stirringstirred overnight
  3. concentrationThe reaction was concentrated under reduced pressure
  4. additionMethanol (5 mL) was added to the residue
  5. customa solid formed
  6. customThe solid was collected
  7. washwashed with diethyl ether (20 mL) and air
  8. customdried

出典と根拠

ORDレコード
ord-5e7f36c0f126469e86546f58399ac2d6
出典データセット
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07074814B2

反応ノート

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