Triphenylphosphine → Ethyl{3-[3-(4-cyanophenyl)-6-oxo-6h-pyridazin-1-ylmethyl]phenyl}carbamate

HRID 383629ノート

反応式

HRID 383629 の反応式
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:10]=[CH:11][C:12](=[O:15])[NH:13][N:14]=2)=[CH:5][CH:4]=1)#[N:2].[CH2:16]([O:18][C:19](=[O:29])[NH:20][C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([CH2:27]O)[CH:22]=1)[CH3:17].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>C1COCC1>[CH2:16]([O:18][C:19](=[O:29])[NH:20][C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([CH2:27][N:13]2[C:12](=[O:15])[CH:11]=[CH:10][C:9]([C:6]3[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[CH:4][CH:5]=3)=[N:14]2)[CH:22]=1)[CH3:17]

参加物

6

反応物 4

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 10607893Ethyl (3-hydroxymethylphenyl)carbamateHCID 194194914-(6-Oxo-1,6-dihydropyridazin-3-yl)benzonitrile

生成物 1

HCID 59406745Ethyl{3-[3-(4-cyanophenyl)-6-oxo-6h-pyridazin-1-ylmethyl]phenyl}carbamate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

15 g (76 mmol) of 6-(4-cyanophenyl)-2H-pyridazin-3-one, 22.2 g (114 mmol) of ethyl(3-hydroxymethylphenyl)carbamate and 29.9 g (114 mmol) of triphenylphosphine are dissolved in 250 ml of THF. Under a nitrogen atmosphere, the reaction mixture is cooled to 0° C., 18 ml (174 mmol) of diethyl azodicarboxylate are slowly added dropwise, and the reaction mixture is stirred at room temperature for 72 h. The reaction mixture is evaporated to dryness. 200 ml of isopropanol are added to the residue, and the mixture is stirred for 15 h. The precipitate is filtered off with suction, washed with isopropanol and dried in vacuo.

後処理

  1. customThe reaction mixture is evaporated to dryness
  2. addition200 ml of isopropanol are added to the residue
  3. stirringthe mixture is stirred for 15 h
  4. filtrationThe precipitate is filtered off with suction
  5. washwashed with isopropanol
  6. customdried in vacuo

出典と根拠

ORDレコード
ord-19af525f0e0543f7b703c0bb79f02f39
出典データセット
uspto-grants-2013_02
特許番号
US08367668B2

反応ノート

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