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

HRID 383629노트

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HRID 383629 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-19af525f0e0543f7b703c0bb79f02f39
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08367668B2

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