Formaldehyde → Methyl 7-methoxy-2,3-dihydrobenzo[f][1,4]thiazepine-4(5H)-carboxylate

HRID 1917063ノート

反応式

HRID 1917063 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9][CH2:10][CH2:11][NH:12][C:13](=[O:16])[O:14][CH3:15])=[CH:5][CH:4]=1.C=O.[C:19]1(C)C=CC(S(O)(=O)=O)=CC=1>C1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[S:9][CH2:10][CH2:11][N:12]([C:13]([O:14][CH3:15])=[O:16])[CH2:19][C:7]=2[CH:8]=1

参加物

5

反応物 3

HCID 712FormaldehydeHCID 6101p-Toluenesulfonic acidHCID 57864658Methyl 2-(4-methoxyphenylthio)ethylcarbamate

生成物 1

HCID 57864656Methyl 7-methoxy-2,3-dihydrobenzo[f][1,4]thiazepine-4(5H)-carboxylate収率 208.5%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

反応条件

温度
60 °C

実験手順

A mixture of compound 7 (95 mg), paraformaldehyde (95 mg, excess), p-toluenesulfonic acid (30 mg) in benzene (4 mL) was stirred at 60° C. overnight. Analysis by TLC showed a new spot and the complete disappearance of the starting material. Filtration, followed by concentration and chromatography on SiO2 gave 92 mg of pure product 8. Yield: 95%.

後処理

  1. filtrationFiltration
  2. concentrationfollowed by concentration and chromatography on SiO2

出典と根拠

ORDレコード
ord-54c61a7275e34b959877eacc7f458d2c
出典データセット
uspto-grants-2013_12
特許番号
US08618282B2

反応ノート

読み込み中…