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Dimethylformamide dimethyl acetal → N'-(2-cyano-4-methoxy-5-benzyloxyphenyl)-N,N-dimethylimidoformamide

HRID 749153
ノート
印刷プレビュー

反応式

HRID 749153 の反応式
[NH2:1][C:2]1[CH:9]=[C:8]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:7]([O:18][CH3:19])=[CH:6][C:3]=1[C:4]#[N:5].CO[CH:22](OC)[N:23]([CH3:25])[CH3:24]>C1(C)C=CC=CC=1>[CH2:11]([O:10][C:8]1[C:7]([O:18][CH3:19])=[CH:6][C:3]([C:4]#[N:5])=[C:2]([N:1]=[CH:22][N:23]([CH3:25])[CH3:24])[CH:9]=1)[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=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

4

反応物 2

HCID 78373Dimethylformamide dimethyl acetalHCID 117015842-Amino-4-(benzyloxy)-5-methoxybenzonitrile

生成物 1

HCID 11609261N'-(2-cyano-4-methoxy-5-benzyloxyphenyl)-N,N-dimethylimidoformamide収率 90.2%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
105 °C

実験手順

2-amino-4-(benzyloxy)-5-methoxybenzonitrile (100 g, 394 mmol) in toluene (1400 ml) was treated with dimethylformamide dimethylacetal (100 ml, 940 mmol) at reflux with slow distillation of solvent to maintain the internal temperature at 105° C. After 3 hours the solution was cooled and filtered to remove a small amount of solid. The filtrate was evaporated in vacuo, the residue triturated with diethyl ether, the solid collected by suction filtration and dried in vacuo to yield N′-(5-(benzyloxy)-2-cyano-4-methoxyphenyl)-N,N-dimethylimidoformamide (110 g, 90% yield) as a brown solid:

後処理

  1. temperatureat reflux with slow distillation of solvent
  2. temperatureAfter 3 hours the solution was cooled
  3. filtrationfiltered
  4. customto remove a small amount of solid
  5. customThe filtrate was evaporated in vacuo
  6. customthe residue triturated with diethyl ether
  7. filtrationthe solid collected by suction filtration
  8. customdried in vacuo

出典と根拠

ORDレコード
ord-9213ff80dcde4cb19d267ac18dca3cc8
出典データセット
uspto-grants-2008_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07402585B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート