Methyldithiocarbazate → methyl N-[(E)-[4-[1-[4-(trifluoromethoxy)phenyl]-1,2,4-triazol-3-yl]phenyl]methylideneamino]carbamodithioate

HRID 1192817

反応式

HRID 1192817 の反応式
[CH3:1][S:2][C:3]([NH:5][NH2:6])=[S:4].[F:7][C:8]([F:30])([F:29])[O:9][C:10]1[CH:15]=[CH:14][C:13]([N:16]2[CH:20]=[N:19][C:18]([C:21]3[CH:28]=[CH:27][C:24]([CH:25]=O)=[CH:23][CH:22]=3)=[N:17]2)=[CH:12][CH:11]=1>CCO.O>[F:30][C:8]([F:7])([F:29])[O:9][C:10]1[CH:15]=[CH:14][C:13]([N:16]2[CH:20]=[N:19][C:18]([C:21]3[CH:28]=[CH:27][C:24](/[CH:25]=[N:6]/[NH:5][C:3]([S:2][CH3:1])=[S:4])=[CH:23][CH:22]=3)=[N:17]2)=[CH:12][CH:11]=1

参加物

5

反応物 2

HCID 3034069MethyldithiocarbazateHCID 578244624-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)benzaldehyde

生成物 1

HCID 87214535methyl N-[(E)-[4-[1-[4-(trifluoromethoxy)phenyl]-1,2,4-triazol-3-yl]phenyl]methylideneamino]carbamodithioate

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

反応条件

温度
80 °C

実験手順

To a 250 mL round-bottom flask containing hydrazinecarbodithioic acid methyl ester (2.38 g, 1.95 mmol) in EtOH (100 mL) was added 4-[1-(4-trifluoromethoxyphenyl)-1H-[1,2,4]triazol-3-yl]-benzaldehyde (5.00 g, 1.50 mmol). The vessel was heated at 80° C. for 3 h before being diluted with H2O (300 mL) and cooled to 0° C. The precipitated product was collected by vacuum filtration as an off-white solid (6.13 g, 93%) mp 204-206° C.; 1H NMR (400 MHz, DMSO-d6) δ 13.39 (s, 1H), 9.43 (s, 1H), 8.38 (s, 1H), 8.21 (d, J=8.3 Hz, 2H), 8.09 (d, J=8.4 Hz, 2H), 7.88 (d, J=8.4 Hz, 2H), 7.62 (d, J=8.3 Hz, 2H), 2.57 (s, 3H); ESIMS m/z 438 (M+H).

後処理

  1. temperaturecooled to 0° C
  2. filtrationThe precipitated product was collected by vacuum filtration as an off-white solid (6.13 g, 93%) mp 204-206° C.

出典と根拠

ORDレコード
ord-4eec440051b54a61ab8e80beea876242
出典データセット
uspto-grants-2014_03
特許番号
US08680269B2

関連ノート

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