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Ammonia → 5-[({[3'-(aminomethyl)biphenyl-4-yl]methyl}sulfonyl)methyl]-2,4-dihydro-3H-1,2,4-triazol-3-one

HRID 606517
ノート
印刷プレビュー

反応式

HRID 606517 の反応式
[O:1]=[C:2]1[NH:6][N:5]=[C:4]([CH2:7][S:8]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([C:24]#[N:25])[CH:19]=3)=[CH:14][CH:13]=2)(=[O:10])=[O:9])[NH:3]1.N.CO>C1COCC1.[Ni]>[NH2:25][CH2:24][C:20]1[CH:19]=[C:18]([C:15]2[CH:16]=[CH:17][C:12]([CH2:11][S:8]([CH2:7][C:4]3[NH:3][C:2](=[O:1])[NH:6][N:5]=3)(=[O:9])=[O:10])=[CH:13][CH:14]=2)[CH:23]=[CH:22][CH:21]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 222AmmoniaHCID 887MethanolHCID 1360545044'-({[(5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl]sulfonyl}methyl)biphenyl-3-carbonitrile

生成物 1

HCID 1360544705-[({[3'-(aminomethyl)biphenyl-4-yl]methyl}sulfonyl)methyl]-2,4-dihydro-3H-1,2,4-triazol-3-one収率 99%

試薬・触媒・溶媒 2

HCID 935Nickel触媒
HCID 8028
Tetrahydrofuran
溶媒

実験手順

A suspension of 4′-({[(5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl]sulfonyl}methyl)biphenyl-3-carbonitrile obtained in Reference Example 110 (0.250 g, 0.705 mmol), Raney-nickel (0.250 g) and 28% aqueous ammonia (5 mL) in THF (5 mL)-methanol (5 mL) was stirred at room temperature for 4 hr under hydrogen atmosphere (1 atm). The insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. Diethyl ether was added to the residue, and the precipitated solid was collected by filtration to give the title compound as a pale-blue powder (0.250 g, 99%).

後処理

  1. filtrationThe insoluble material was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. additionDiethyl ether was added to the residue
  4. filtrationthe precipitated solid was collected by filtration

出典と根拠

ORDレコード
ord-4240a1ad37f94f2c89ec042cc0a05d8a
出典データセット
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07915267B2

反応ノート

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